(3-hydroxyphenyl)boronic Acid → 3-(2-Chloro-10,11-dihydro-dibenzo[a,d]cyclohepten-5-ylidenemethyl)-phenol

HRID 2218689Notes

Reaction equation

HRID 2218689 reaction equation
[OH:1][C:2]1[CH:3]=[C:4](B(O)O)[CH:5]=[CH:6][CH:7]=1.Br[CH:12]=[C:13]1[C:19]2[CH:20]=[CH:21][C:22]([Cl:24])=[CH:23][C:18]=2[CH2:17][CH2:16][C:15]2[CH:25]=[CH:26][CH:27]=[CH:28][C:14]1=2>>[Cl:24][C:22]1[CH:21]=[CH:20][C:19]2[C:13](=[CH:12][C:4]3[CH:3]=[C:2]([OH:1])[CH:7]=[CH:6][CH:5]=3)[C:14]3[CH:28]=[CH:27][CH:26]=[CH:25][C:15]=3[CH2:16][CH2:17][C:18]=2[CH:23]=1

Participants

3

Reactant 2

HCID 2734359(3-hydroxyphenyl)boronic AcidHCID 688868195-bromomethylene-2-chloro-10,11-dihydro-5H-dibenzo[a,d]cycloheptene

Product 1

HCID 689350233-(2-Chloro-10,11-dihydro-dibenzo[a,d]cyclohepten-5-ylidenemethyl)-phenol

Procedure

Following procedures essentially as described in Example 219, below, and using (3-hydroxyphenyl)boronic acid (108 mg, 0.78 mmol) and 5-bromomethylene-2-chloro-10,11-dihydro-5H-dibenzo[a,d]cycloheptene (209 mg, 0.65 mmol) provides the title compound. Mass Spec (EI+) 332.

Sources & evidence

ORD record
ord-e68f922dd8004d77801b2951bb62a311
Source dataset
uspto-grants-2008_08
Patent number
US07411072B2

Reaction notes

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