Monobenzone → 1-(Benzyloxy)-4-(3-chloropropoxy)benzene

HRID 657621Notes

Reaction equation

HRID 657621 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:23][CH2:24][CH2:25][Cl:26]>CN(C)C=O>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([O:15][CH2:23][CH2:24][CH2:25][Cl:26])=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 7638MonobenzoneHCID 80061-Bromo-3-chloropropaneHCID 11430Potassium Carbonate

Product 1

HCID 295573031-(Benzyloxy)-4-(3-chloropropoxy)benzene

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following the procedure described in example 1§E, but starting from 4-benzyloxyphenol (2 g), potassium carbonate (6.90 g) and 1-bromo-3-chloropropane (4.94 mL) in N,N-dimethylformamide (10 mL) affords 2.07 g of O-benzyl-4-(3-chloropropoxy)phenol as a white solid.

Sources & evidence

ORD record
ord-c023cc00dd6f4b2f8ed1363f03ea8c39
Source dataset
uspto-grants-2011_12
Patent number
US08076329B2

Reaction notes

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