1-(2-Bromoethoxy)propane → 2-Fluoro-1-methoxy-4-(2-propoxyethoxy)benzene

HRID 5018Notes

Reaction equation

HRID 5018 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([OH:10])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].Br[CH2:12][CH2:13][O:14][CH2:15][CH2:16][CH3:17]>>[F:1][C:2]1[CH:3]=[C:4]([O:10][CH2:12][CH2:13][O:14][CH2:15][CH2:16][CH3:17])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

Participants

3

Reactant 2

HCID 27341841-(2-Bromoethoxy)propaneHCID 146616133-Fluoro-4-methoxyphenol

Product 1

HCID 197975832-Fluoro-1-methoxy-4-(2-propoxyethoxy)benzene

Procedure

The epoxide starting material is obtained by reacting 3-fluoro-4-methoxyphenol with 1-bromo-2-propoxyethane. After work up of the reaction mixture 2-fluoro-1-methoxy-4-(2-propoxyethoxy)benzene is obtained which is then reacted with sodium thioethoxide giving 2-fluoro-4-(2-propoxyethoxy)phenol which is then reacted with epichlorhydrin in the presence of a catalytic amount of piperidine.

Sources & evidence

ORD record
ord-d2ec217660cc426890ed2fa968b89793
Source dataset
uspto-grants-1993_09
Patent number
US05242943

Reaction notes

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