2-Methylphenyl boronic acid → HCID 59769953, compound

HRID 2218661Notes

Reaction equation

HRID 2218661 reaction equation
Br[CH:2]=[C:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][CH2:6][C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]1=2.[C:18]1([CH3:27])[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1B(O)O>>[CH3:27][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[CH:2]=[C:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][CH2:6][C:5]2[CH:14]=[CH:15][CH:16]=[CH:17][C:4]1=2

Participants

3

Reactant 2

HCID 27332672-Methylphenyl boronic acidHCID 52579405-bromomethylene-10,11-dihydro-5H-dibenzo[a,d]cycloheptene

Product 1

HCID 59769953HCID 59769953, compound

Procedure

Combine 5-bromomethylene-10,11-dihydro-5H-dibenzo[a,d]cycloheptene (0.5 g, 1.75 mmol) and o-tolylboronic acid (0.238 g, 1.75 mmol) using procedures essentially as described in Example 219, below. Pass through a plug of silica gel equilibrated with hexanes. Concentrate the filtrate to give the title product: MS (m/e) 296 (M+); Analysis for C23H20: Calcd: C, 93.19 H, 6.80. Found: C, 93.42 H, 6.79.

Workup

  1. concentrationConcentrate the filtrate

Sources & evidence

ORD record
ord-f0c48cf3b4bb4b95aa1fe1d24d9d851b
Source dataset
uspto-grants-2008_08
Patent number
US07411072B2

Reaction notes

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