Benzoyl chloride → Methyl-2-methoxy-5-benzamidobenzoate

HRID 840604노트

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HRID 840604 반응식
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([NH2:10])[CH:7]=[CH:6][C:5]=1[O:11][CH3:12].C(N(CC)CC)C.[C:21](Cl)(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([NH:10][C:21](=[O:28])[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:7]=[CH:6][C:5]=1[O:11][CH3:12]

참가 물질

5

반응물 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 89843Methyl 5-amino-o-anisate

생성물 1

HCID 22620052Methyl-2-methoxy-5-benzamidobenzoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

A solution of 9.92 grams (55 mmol) of methyl-2-methoxy-5-aminobenzoate was taken up in 250 ml methylene chloride, treated with 8.4 mL (61 mmol) triethylamine and cooled to 0° C. The reaction mixture was then treated with 8.1 grams (57 mmol) benzoyl chloride in a dropwise fashion. The reaction mixture was stirred for 30 minutes while warming to room temperature. The reaction mixture was diluted with 500 mL of methylene chloride, washed with 200 mL saturated bicarbonate solution and then rewashed with water and brine. The organic phase was dried and evaporated to a flaky white solid (15.7 grams). This material was used without further purification.

후처리

  1. temperaturewhile warming to room temperature
  2. washwashed with 200 mL saturated bicarbonate solution
  3. customThe organic phase was dried
  4. customevaporated to a flaky white solid (15.7 grams)
  5. customThis material was used without further purification

출처 및 근거

ORD 기록
ord-ac97a016dea644448e4169f99f7faaeb
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06369074B1

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