Potassium Carbonate → HCID 19389039、化合物

HRID 1757858ノート

反応式

HRID 1757858 の反応式
[CH2:1]([O:19][C:20]1[CH:21]=[C:22]([NH2:26])[CH:23]=[CH:24][CH:25]=1)[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][CH2:17][CH3:18].Br[CH2:28][C:29]([O:31][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:30].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[C:33]1([CH2:32][O:31][C:29](=[O:30])[CH2:28][NH:26][C:22]2[CH:23]=[CH:24][CH:25]=[C:20]([O:19][CH2:1][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][CH2:17][CH3:18])[CH:21]=2)[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 62576Benzyl bromoacetateHCID 4457732HCID 4457732、化合物

生成物 1

HCID 19389039HCID 19389039、化合物収率 72%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 1.08 g (3.0 mmol) of 3-(octadecyloxy)benzenamine, 0.52 ml (3.3mmol) of benzyl bromoacetate and 0.8 g (6.0 mmol) of potassium carbonate in40 ml of acetone was stirred at reflux under argon for 18 hours. The reaction mixture was filtered and the filtrate was concentrated at reducedpressure to an oil which was purified by chromatography on 150 g of silica gel using 20% ethyl acetate-hexane to give 1.1 g (72% yield, mp 55°-60°) of N-[3-(octadecyloxy) phenyl]glycine phenylmethyl ester.

後処理

  1. temperatureat reflux under argon for 18 hours
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated at reducedpressure to an oil which
  4. customwas purified by chromatography on 150 g of silica gel using 20% ethyl acetate-hexane

出典と根拠

ORDレコード
ord-f274a006bb3c45528cca83f5c7901d0e
出典データセット
uspto-grants-1995_08
特許番号
US05446189

反応ノート

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