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

HRID 269560노트

반응식

HRID 269560 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

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%)

후처리

  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

출처 및 근거

ORD 기록
ord-5ff5ffd25c704ae9a6213f879456d394
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07446222B2

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