Sodium Hydroxide → HCID 14519884, compound

HRID 1198626Notes

Reaction equation

HRID 1198626 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]O)=[C:4]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:3]=1.P(Br)(Br)[Br:19].[OH-].[Na+]>C1C=CC=CC=1>[Br:19][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][C:4]=1[O:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24614Phosphorus tribromideHCID 8186924-Methyl-2-(phenylmethoxy)benzenemethanol

Product 1

HCID 14519884HCID 14519884, compoundYield 92.9%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of crude 4-methyl-2-phenylmethoxy-benzenemethanol (20 g, 87.6 mmol) in dry benzene (100 ml) was treated with 9.1 ml (96 mmol) PBr3 at room temperature and after being stirred for 10 min the mixture was treated with 50 ml 2N NaOH solution. The organic layer was separated and dried (Na2SO4) to give 1-bromomethyl-4-methyl-2-phenylmethoxybenzene (23.7 g, 93% crude yield) as an oil.

Workup

  1. customThe organic layer was separated
  2. dry with materialdried (Na2SO4)

Sources & evidence

ORD record
ord-2f83be5f9c3441f590db2edcb0889718
Source dataset
uspto-grants-1994_01
Patent number
US05281620

Reaction notes

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