Bromhydrol → HCID 54036535, compound

HRID 972942Notes

Reaction equation

HRID 972942 reaction equation
[OH:1][C:2]1[C:11]2[C@H:10]3[CH2:12][C:13](=[O:16])[CH2:14][CH2:15][C@H:9]3[C:8]([CH3:18])([CH3:17])[O:7][C:6]=2[CH:5]=[C:4]([CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[CH:3]=1.[Br-].[Al+3].[Br-].[Br-]>ClC1C=CC=CC=1>[OH:1][C:2]1[C:11]2[C@@H:10]3[CH2:12][C:13](=[O:16])[CH2:14][CH2:15][C@H:9]3[C:8]([CH3:17])([CH3:18])[O:7][C:6]=2[CH:5]=[C:4]([CH:19]2[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]2)[CH:3]=1

Participants

4

Reactant 2

HCID 166749BromhydrolHCID 86735146HCID 86735146, compound

Product 1

HCID 54036535HCID 54036535, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

dl-cis-1-hydroxy-3-cyclohexyl-6,6-dimethyl-6,6a,7,8,10,10a-hexahydro-9H-dibenzo[b,d]pyran-9-one was treated with aluminum bromide in chlorobenzene according to the process of Example 5 to provide dl-trans-1-hydroxy-3-cyclohexyl-6,6-dimethyl-6,6a,7,8,10,10a-hexahydro-9H-dibenzo[b,d]pyran-9-one.

Sources & evidence

ORD record
ord-886a25e6a3434d478b3adaa4e232197a
Source dataset
uspto-grants-1977_10
Patent number
US04054582

Reaction notes

Loading…