1-Bromooctane → HCID 19375100, compound

HRID 128811Notes

Reaction equation

HRID 128811 reaction equation
[CH3:1][O:2][CH:3]([O:13][CH3:14])[CH2:4][S:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1.[H-].[Na+].Br[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]>>[CH3:14][O:13][CH:3]([O:2][CH3:1])[CH2:4][S:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[CH:8][CH:7]=1

Participants

4

Reactant 3

HCID 81401-BromooctaneHCID 24758Sodium hydrideHCID 19375135HCID 19375135, compound

Product 1

HCID 19375100HCID 19375100, compoundYield 87%

Procedure

This phenol is alkylated again by the same method, but using sodium hydride and 1-bromooctane, to provide 1-((2,2-dimethoxyethyl)thio)-4-(octyloxy)benzene as a colorless oil after chromatography (87% yield). By the method of example 2, this is converted into the title compound, obtained as a pale yellow solid, mp 70°-72° after recrystallization from hexane-dichloromethane.

Sources & evidence

ORD record
ord-de59ee9f9e3c4d6db9719975f4bd7c6d
Source dataset
uspto-grants-1995_11
Patent number
US05464865

Reaction notes

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