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{"id":51,"date":"2012-07-22T04:57:34","date_gmt":"2012-07-22T04:57:34","guid":{"rendered":"http:\/\/amcrasto.theeurekamoments.com\/?p=51"},"modified":"2012-07-22T04:57:34","modified_gmt":"2012-07-22T04:57:34","slug":"cetrizine-synthesis-in-oprd-paper","status":"publish","type":"post","link":"https:\/\/amcrasto.theeurekamoments.com\/2012\/07\/22\/cetrizine-synthesis-in-oprd-paper\/","title":{"rendered":"CETRIZINE SYNTHESIS, IN OPRD PAPER"},"content":{"rendered":"

\"cetirizine<\/p>\n

 <\/p>\n

 <\/p>\n\n\n\n
\n\n\n\n
<\/p>\n\n\n\n
CETRIZINE BY Reiter, Trinka, Bartha ,Pongo, Volk, Simig\u00a0DOI<\/a><\/p>\n

Synthetic scale<\/strong>: 50 – 150 Kg
\nStep 1<\/strong>: 4-chlorobenzophenone
organic reduction<\/a>\u00a0(sodium borohydride<\/a>),\u00a0methyltrioctylammonium chloride<\/a>\u00a0phase-transfer catalyst<\/a>(toluene\/water)
\nStep 2<\/strong>:\u00a0
thionyl chloride<\/a>\u00a0chlorination<\/a>(toluene)
\nStep 3<\/strong>: N-(2-hydroxyethyl)piperazine
amine alkylation<\/a>\u00a0(toluene)
\nStep 4<\/strong>: free amine liberation\u00a0
NaOH<\/a>water\/ toluene
\nStep 5<\/strong>: 2-chloro-N,Ndimethylacetamide\u00a0
O-alkylation<\/a>(toluene), HCl workup
\nStep 6<\/strong>:\u00a0
Amide hydrolysis<\/a>, NaOH \/ water
\nFeatures<\/strong>: single solvent system toluene\/water.<\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n

<\/center><\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n<\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n","protected":false},"excerpt":{"rendered":"

    CETRIZINE BY Reiter, Trinka, Bartha ,Pongo, Volk, Simig\u00a0DOI Synthetic scale: 50 – 150 Kg Step 1: 4-chlorobenzophenoneorganic reduction\u00a0(sodium borohydride),\u00a0methyltrioctylammonium chloride\u00a0phase-transfer catalyst(toluene\/water) Step 2:\u00a0thionyl chloride\u00a0chlorination(toluene) Step 3: N-(2-hydroxyethyl)piperazineamine alkylation\u00a0(toluene) Step 4: free amine liberation\u00a0NaOHwater\/ toluene Step 5: 2-chloro-N,Ndimethylacetamide\u00a0O-alkylation(toluene), HCl workup Step 6:\u00a0Amide hydrolysis, NaOH \/ water Features: single solvent system toluene\/water.<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[3,4],"tags":[143,144],"_links":{"self":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts\/51"}],"collection":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/comments?post=51"}],"version-history":[{"count":1,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts\/51\/revisions"}],"predecessor-version":[{"id":52,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts\/51\/revisions\/52"}],"wp:attachment":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/media?parent=51"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/categories?post=51"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/tags?post=51"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}