三溴化硼 → cis-(+/-)-5-Bromo-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-6-ol

HRID 1768

反应方程式

HRID 1768 反应方程式
[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]

参与物

4

反应物 2

HCID 25134三溴化硼HCID 67752673cis-(+/-)-5-Bromo-1,2,3,3a,8,8a-hexahydro-6-methoxy-1,3a,8-trimethylpyrrolo[2,3-b]indol

产物 1

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

试剂、催化剂与溶剂 1

HCID 6344二氯甲烷溶剂2 次

实验过程

cis-(±)-5-Bromo-1,2,3,3a,8,8a-hexahydro-6-methoxy- 1,3a,8-trimethyl-pyrrolo[2,3-b]indole (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. Na2 CO3 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.

后处理

  1. customThe mixture was quenched with aq. Na2 CO3 and aq. NaHCO3 until basic at 0° C
  2. customThe organic layer was dried
  3. customevaporated to a foam (10 g)

来源与证据

ORD记录
ord-81f17a5f0c63408184ecd6ae2c164668
来源数据集
uspto-grants-1998_03
专利号
US05726323

关联笔记

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