Benzyl Bromide → HCID 86615506, compound

HRID 2039802Notes

Reaction equation

HRID 2039802 reaction equation
[F:1][C:2]([F:30])([F:29])[C:3]1[CH:4]=[C:5]([CH:22]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:24]=1)[CH2:6][O:7][CH2:8][C:9]1[CH:10]=[N:11][CH:12]=[CH:13][C:14]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH3:21].[CH2:31]([Br:38])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>C(#N)C>[Br-:38].[CH2:31]([N+:11]1[CH:12]=[CH:13][C:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[CH3:21])=[C:9]([CH2:8][O:7][CH2:6][C:5]2[CH:4]=[C:3]([C:2]([F:29])([F:1])[F:30])[CH:24]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:22]=2)[CH:10]=1)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

4

Reactant 2

HCID 7498Benzyl BromideHCID 9802472HCID 9802472, compound

Product 1

HCID 86615506HCID 86615506, compoundYield 78.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 3-(3,5-bis-trifluoromethyl-benzyloxymethyl)-4-o-tolyl-pyridine (prepared as described in DE 10008042 A1; 150 mg, 0.353 mmol) and benzyl bromide (60 mg, 0.35 mmol) in 3 ml acetonitrile was heated at reflux for 5 h. The mixture was concentrated in vacuo and the residue was purified by flash column chromatography to give 163 mg (78%) of the title compound as a white solid.

Workup

  1. temperatureat reflux for 5 h
  2. concentrationThe mixture was concentrated in vacuo
  3. customthe residue was purified by flash column chromatography

Sources & evidence

ORD record
ord-09999f617de447a3bc25a343ffc23e56
Source dataset
uspto-grants-2013_11
Patent number
US08580821B2

Reaction notes

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