Triethylamine → Ethyl 3-bromo-5-[(4-chlorobutanoyl)amino]benzoate

HRID 269560ノート

反応式

HRID 269560 の反応式
[Cl:1][CH2:2][CH2:3][CH2:4][C:5](Cl)=[O:6].[NH2:8][C:9]1[CH:10]=[C:11]([CH:17]=[C:18]([Br:20])[CH:19]=1)[C:12]([O:14][CH2:15][CH3:16])=[O:13].C(N(CC)CC)C>ClCCl.C(OCC)(=O)C>[Br:20][C:18]1[CH:17]=[C:11]([CH:10]=[C:9]([NH:8][C:5](=[O:6])[CH2:4][CH2:3][CH2:2][Cl:1])[CH:19]=1)[C:12]([O:14][CH2:15][CH3:16])=[O:13]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 783704-Chlorobutyryl chlorideHCID 63021768Ethyl 3-amino-5-bromobenzoate

生成物 1

HCID 69312186Ethyl 3-bromo-5-[(4-chlorobutanoyl)amino]benzoate収率 94.4%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

4-Chlorobutyryl chloride (636 mg, 505 μl, 4.5 mmol) was added to a solution of ethyl 3-amino-5-bromobenzoate (1.0 g, 4.1 mmol) and triethylamine (455 mg, 630 ul, 4.5 mmol) in dichloromethane (25 ml) at 0° C. After complete addition the reaction mixture was stirred at room temperature for 30 minutes, then diluted with ethyl acetate (50 ml). The solution was washed with 2M HCl, saturated NaHCO3, water and brine. The organic phase was dried and evaporated to give the title compound as a pale yellow solid (1.35 g, 94%)

後処理

  1. additionAfter complete addition the reaction mixture
  2. washThe solution was washed with 2M HCl, saturated NaHCO3, water and brine
  3. customThe organic phase was dried
  4. customevaporated

出典と根拠

ORDレコード
ord-5ff5ffd25c704ae9a6213f879456d394
出典データセット
uspto-grants-2008_11
特許番号
US07446222B2

反応ノート

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