Carbon tetrabromide → HCID 53707796, compound

HRID 982531Notes

Reaction equation

[CH3:1][C:2]12[CH2:10][C:9](=[O:11])[CH2:8][CH:7]([CH2:12][CH2:13][C:14]3[CH:19]=[C:18]([OH:20])[CH:17]=[CH:16][C:15]=3[CH3:21])[CH:6]1[CH2:5][CH2:4][C:3]2=[CH:22][CH2:23]O.C(Br)(Br)(Br)[Br:26]>>[CH3:1][C:2]12[CH2:10][C:9](=[O:11])[CH2:8][CH:7]([CH2:12][CH2:13][C:14]3[CH:19]=[C:18]([OH:20])[CH:17]=[CH:16][C:15]=3[CH3:21])[CH:6]1[CH2:5][CH2:4][C:3]2=[CH:22][CH2:23][Br:26]

Participants

Reactant 2

HCID 11205Carbon tetrabromide

HCID 53858744HCID 53858744, compound

Product 1

HCID 53707796HCID 53707796, compound

Procedure

Following the general procedure of EXAMPLE 15 and making noncritical variations but starting with 3a-methyl-7-[2-(5-hydroxy-2-methylphenyl)-ethyl]-3-(2-hydroxyethylidene)-octahydro-5H-inden-5-one (EXAMPLE 13) and using carbon tetrabromide in place of carbon tetrachloride, the title compound is obtained, MS (EI) 392 and 390; NMR (CDCl3) 0.94, 1.61-2.1, 2.20, 2.3-2.8, 2.94, 4.0-4.2, 4.9, 5.4-5.5, 6.5-6.7 and 6.99 δ.

Sources & evidence

ORD record: ord-b76f8ab55321401187d59b20bf1b3b13
Source dataset: uspto-grants-1991_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04996318

Reaction notes

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