Benzocaine → Ethyl 4-(15-carbomethoxypentadecylamino)benzoate

HRID 1278387ノート

反応式

HRID 1278387 の反応式
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]([O:19][CH3:20])=[O:18].[NH2:21][C:22]1[CH:32]=[CH:31][C:25]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:24][CH:23]=1.CN(C)P(N(C)C)(N(C)C)=O>O>[C:17]([CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][NH:21][C:22]1[CH:23]=[CH:24][C:25]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:31][CH:32]=1)([O:19][CH3:20])=[O:18]

参加物

5

反応物 3

HCID 2337BenzocaineHCID 12679HexamethylphosphoramideHCID 2736822Methyl 16-bromohexadecanoate

生成物 1

HCID 21163354Ethyl 4-(15-carbomethoxypentadecylamino)benzoate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A solution of 21 g. of methyl 16-bromohexadecanoate and 20 g. of ethyl 4-aminobenzoate in 150 ml. of hexamethylphosphoramide is stirred at 120° C. for 20 horus, cooled, diluted with water and filtered. A methylene chloride solution of the solid is dried over anhydrous magnesium sulfate, clarified with activated charcoal, and filtered through silica gel. The filtrate is evaporated and the residue crystallized from acetonitrile to yield ethyl 4-(15-carbomethoxypentadecylamino)benzoate as a white crystalline solid.

後処理

  1. temperaturecooled
  2. filtrationfiltered
  3. dry with materialA methylene chloride solution of the solid is dried over anhydrous magnesium sulfate
  4. filtrationfiltered through silica gel
  5. customThe filtrate is evaporated
  6. customthe residue crystallized from acetonitrile

出典と根拠

ORDレコード
ord-6ad2399f85db427fafd424bba8cdb596
出典データセット
uspto-grants-1981_07
特許番号
US04281018

反応ノート

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