Water → 2-Methylbenzhydrol

HRID 41335Notes

Reaction equation

HRID 41335 reaction equation
C(O[C:9]1[C:14]([CH:15]=O)=[CH:13][CH:12]=[CH:11][C:10]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)C1C=CC=CC=1.[CH3:23]OC1C(N)=CC=CC=1.[OH2:32]>C1(C)C=CC=CC=1>[CH3:15][C:14]1[CH:13]=[CH:12][CH:11]=[CH:23][C:9]=1[CH:10]([C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)[OH:32]

Participants

5

Reactant 3

HCID 962WaterHCID 70002-MethoxyanilineHCID 218409602-(Benzyloxy)-[1,1'-biphenyl]-3-carbaldehyde

Product 1

HCID 956592-Methylbenzhydrol

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 15 (1.44 g, 5 mmol, 1.0 equiv) and o-anisidine (16) (0.62 g, 0.56 mL, 5 mmol, 1.0 equiv) in toluene (15 mL) was refluxed overnight with H2O removal (Dean-Stark trap). The mixture was cooled to room temperature and concentrated under reduced pressure to give crude 5 as a yellow oil that was used without purification.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-3d3bd0893a8f46feb24acb951ac1549d
Source dataset
uspto-grants-2013_09
Patent number
US08530593B2

Reaction notes

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