Tyrosol → 2-{3-[3-(4-Fluorophenoxy)propoxy]phenyl}ethanol

HRID 1588426Notes

Reaction equation

HRID 1588426 reaction equation
[F:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][CH2:8][CH2:9]Br)=[CH:4][CH:3]=1.O(CCCCBr)C1C=CC=CC=1.[OH:25][C:26]1[CH:27]=[C:28]([CH2:32][CH2:33][OH:34])[CH:29]=[CH:30][CH:31]=1.OC1C=CC(CCO)=CC=1>>[F:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][CH2:8][CH2:9][O:25][C:26]2[CH:27]=[C:28]([CH2:32][CH2:33][OH:34])[CH:29]=[CH:30][CH:31]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 10393TyrosolHCID 70986(4-Bromobutoxy)benzeneHCID 834043-Hydroxyphenethyl alcoholHCID 2600041-(3-Bromopropoxy)-4-fluorobenzene

Product 1

HCID 197556492-{3-[3-(4-Fluorophenoxy)propoxy]phenyl}ethanolYield 95%

Procedure

By following the procedure of example 9 and using 3-(4-fluorophenoxy)propyl bromide rather than 4-phenoxybutyl bromide and 2-(3-hydroxyphenyl)ethanol rather than 2-(4-hydroxyphenyl)ethanol, the title compound was prepared.

Sources & evidence

ORD record
ord-a2fc74881b68409185827bc4802c1717
Source dataset
uspto-grants-1993_06
Patent number
US05221760

Reaction notes

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