Boron tribromide → HCID 86583544, 화합물

HRID 1841738노트

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HRID 1841738 반응식
B(Br)(Br)Br.[C:5]([C:7]1[CH:12]=[CH:11][C:10]([NH:13][CH:14]([C:20]2[CH:25]=[CH:24][C:23]([O:26]C)=[C:22]([S:28][CH3:29])[CH:21]=2)[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:9][CH:8]=1)#[N:6]>C(Cl)Cl>[C:5]([C:7]1[CH:12]=[CH:11][C:10]([NH:13][CH:14]([C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[C:22]([S:28][CH3:29])[CH:21]=2)[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:9][CH:8]=1)#[N:6]

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 86583545HCID 86583545, 화합물

생성물 1

HCID 86583544HCID 86583544, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

A 1M solution of BBr3 in CH2Cl2 (4.5 ml, 4.5 mmol) was added at −78° C. to a solution of the ethyl (RS)-(4-cyano-phenylamino)-(4-methoxy-3-methylsulphanyl-phenyl)-acetate (320 mg, 0.899 mmol) obtained in Example 167.2 in CH2Cl2 (10 ml). The mixture was stirred at −78° C. for 5 min., at 0° C. for 30 min. and at room temperature for 2 h. Ice-water was added and the mixture was stirred for 10 min. The mixture was extracted with CH2Cl2. The organic phase was dried, filtered and concentrated. The residue was purified by chromatography (SiO2, hexane/EtOAc 2:1). Ethyl (RS)-(4-cyano-phenylamino)-(4-hydroxy-3-methylsulphanyl-phenyl)-acetate was obtained as a colorless oil (198 mg, 64%); MS: 343 ([M+H]+).

후처리

  1. stirringthe mixture was stirred for 10 min
  2. extractionThe mixture was extracted with CH2Cl2
  3. customThe organic phase was dried
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified by chromatography (SiO2, hexane/EtOAc 2:1)

출처 및 근거

ORD 기록
ord-465ca6d049104f90bf1d677179f7c981
출처 데이터셋
uspto-grants-2004_01
특허 번호
US06683215B2

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