(3-hydroxyphenyl)boronic Acid → HCID 68937227, compound

HRID 2218708Notes

Reaction equation

HRID 2218708 reaction equation
Br[CH:2]=[C:3]1[C:9]2[CH:10]=[C:11]([F:14])[CH:12]=[CH:13][C:8]=2[CH2:7][CH2:6][C:5]2[CH:15]=[CH:16][CH:17]=[CH:18][C:4]1=2.[OH:19][C:20]1[CH:21]=[C:22](B(O)O)[CH:23]=[CH:24][CH:25]=1>>[F:14][C:11]1[CH:12]=[CH:13][C:8]2[CH2:7][CH2:6][C:5]3[CH:15]=[CH:16][CH:17]=[CH:18][C:4]=3[C:3](=[CH:2][C:22]3[CH:21]=[C:20]([OH:19])[CH:25]=[CH:24][CH:23]=3)[C:9]=2[CH:10]=1

Participants

3

Reactant 2

HCID 2734359(3-hydroxyphenyl)boronic AcidHCID 68933993HCID 68933993, compound

Product 1

HCID 68937227HCID 68937227, compound

Procedure

Following the procedures essentially as described in Example 219, below, and using 5-bromomethylene-3-fluoro-10,11-dihydro-5H-dibenzo[a,d]cycloheptene (200 mg, 0.660 mmol) and 3-hydroxyphenylboronic acid (100 mg, 0.726 mmol), affords 192 mg (92%) of a mixture of geometric isomers of the title compound as a yellow oil. MS (ES) 339 (M+Na), 315 (M−H); HPLC shows 95% purity.

Sources & evidence

ORD record
ord-d4163a85f47342b89ae2e8b411c61e8c
Source dataset
uspto-grants-2008_08
Patent number
US07411072B2

Reaction notes

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