Sodium Hydroxide → 1-(Benzyloxy)-4-(2-propoxyethoxy)benzene

HRID 5019Notes

Reaction equation

HRID 5019 reaction equation
C1(C(C2[C:14]([CH2:15][O:16][CH2:17][C:18]3[C:23](C4C(=CC=C(O)C=4)O)=[CH:22][CH:21]=[CH:20][CH:19]=3)=[CH:13][CH:12]=[CH:11][CH:10]=2)=CC(=CC=1)O)O.Br[CH2:33][CH2:34][O:35][CH2:36][CH2:37][CH3:38].[OH-:39].[Na+]>>[CH2:17]([O:16][C:15]1[CH:10]=[CH:11][C:12]([O:39][CH2:33][CH2:34][O:35][CH2:36][CH2:37][CH3:38])=[CH:13][CH:14]=1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 27341841-(2-Bromoethoxy)propaneHCID 1317110222-[2-[[2-(2,5-Dihydroxyphenyl)phenyl]methoxymethyl]phenyl]benzene-1,4-diol

Product 1

HCID 197975911-(Benzyloxy)-4-(2-propoxyethoxy)benzene

Procedure

Hydroquinone monobenzyl ether is reacted with 2-bromoethyl-n-propyl ether in aqueous sodium hydroxide and then purified over silica gel with toluene as eluent. The middle fraction gives 1-benzyloxy-4-(2-propoxy-ethoxy)benzene (used without further purification).

Workup

  1. custompurified over silica gel with toluene as eluent

Sources & evidence

ORD record
ord-b4b66372e1674802b036ba6406a0f4d5
Source dataset
uspto-grants-1993_09
Patent number
US05242943

Reaction notes

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