Boron tribromide → cis-(+/-)-5-Bromo-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-6-ol

HRID 1090065

반응식

HRID 1090065 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[O:11]C)[N:7]([CH3:13])[C@H:6]1[N:14]([CH3:17])[CH2:15][CH2:16][C@@:5]21[CH3:18].B(Br)(Br)Br>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[OH:11])[N:7]([CH3:13])[C@H:6]1[N:14]([CH3:17])[CH2:15][CH2:16][C@@:5]21[CH3:18]

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 67752673cis-(+/-)-5-Bromo-1,2,3,3a,8,8a-hexahydro-6-methoxy-1,3a,8-trimethylpyrrolo[2,3-b]indol

생성물 1

HCID 67753116cis-(+/-)-5-Bromo-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-6-ol

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

cis-(±)-5-Bromo-1,2,3,3a,8,8a-hexahydro-6-methoxy-1,3a,8-trimethylpyrrolo[2,3-b]indol (11 g) was dissolved in dry DCM (200 ml) and added dropwise at 0° C. to a stirred solution of BBr3 in DCM (300 ml). The mixture was warmed to room temperature and stirred overnight under nitrogen. The mixture was quenched with aq. Na2CO3 and aq. NaHCO3 until basic at 0° C. The organic layer was dried and evaporated to a foam (10 g). The IR, NMR and Mass Spectra confirmed the purity and identity of this product.

후처리

  1. customThe mixture was quenched with aq. Na2CO3 and aq. NaHCO3 until basic at 0° C
  2. customThe organic layer was dried
  3. customevaporated to a foam (10 g)

출처 및 근거

ORD 기록
ord-6afb1b9faafe4fd48e93518b1ab6ac30
출처 데이터셋
uspto-grants-1992_01
특허 번호
US05081117

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