반응 #1864

ord-81f17a5f0c63408184ecd6ae2c164668

반응 방정식

COc1cc2c(cc1Br)[C@]1(C)CCN(C)[C@@H]1N2C
cis-(±)-5-Bromo-1,2,3,3a,8,8a-hexahydro-6-methoxy- 1,3a,8-trimethyl-pyrrolo[2,3-b]indole
BrB(Br)Br
BBr3
CN1CC[C@@]2(C)c3cc(Br)c(O)cc3N(C)[C@@H]12
cis-(±)-5-Bromo-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-6-ol

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05726323uspto-grants-1998_03