Diflunisal → 1-(Ethoxycarbonyloxy)ethyl 5-(2,4-difluorophenyl)salicylate

HRID 1719726ノート

反応式

HRID 1719726 の反応式
C(N(CC)CC)C.[CH:8]1[C:13]([C:14]2[CH:15]=[CH:16][C:17]([F:21])=[CH:18][C:19]=2[F:20])=[CH:12][C:11]([C:22]([OH:24])=[O:23])=[C:10]([OH:25])[CH:9]=1.[C:26](=[O:34])([O:31][CH2:32][CH3:33])[O:27][CH:28](Cl)[CH3:29]>CO>[F:20][C:19]1[CH:18]=[C:17]([F:21])[CH:16]=[CH:15][C:14]=1[C:13]1[CH:12]=[C:11]([C:22]([O:24][CH:28]([O:27][C:26]([O:31][CH2:32][CH3:33])=[O:34])[CH3:29])=[O:23])[C:10]([OH:25])=[CH:9][CH:8]=1

参加物

5

反応物 3

HCID 3059DiflunisalHCID 8471TriethylamineHCID 162095Carbonic acid, 1-chloroethyl ethyl ester

生成物 1

HCID 134913951-(Ethoxycarbonyloxy)ethyl 5-(2,4-difluorophenyl)salicylate収率 75%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 1.76 g of the triethylamine salt of diflunisal and 1.0 g of 1-chloroethyl ethyl carbonate are heated in an oil bath at 100°-110° with magnetic stirring for 3 hours. The reaction mixture is then cooled to room temperature and 5 ml of methanol are added. After cooling to 0°-5°, the resulting precipitate is collected by filtration, washed with 3 ml of cold methanol then with 5 ml of 10% ethyl ether in hexane. After air drying there is obtained 1.38 g (75%) of 1-(ethoxycarbonyloxy)ethyl 5-(2,4-difluorophenyl)salicylate, m.p. 76°-78°.

後処理

  1. temperatureare heated in an oil bath at 100°-110°
  2. temperatureAfter cooling to 0°-5°
  3. filtrationthe resulting precipitate is collected by filtration
  4. washwashed with 3 ml of cold methanol
  5. customAfter air drying there

出典と根拠

ORDレコード
ord-07459748691c47a39b82ec764164ad0d
出典データセット
uspto-grants-1985_09
特許番号
US04542158

反応ノート

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