1,4-Butanediol → 4-allyloxy-1-butanol

HRID 968979Notes

Reaction equation

C(O)CCCO.C(OCC=C)(=O)C.[CH2:14]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][O:22]CC=C)[CH:15]=[CH2:16]>>[CH2:14]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][OH:22])[CH:15]=[CH2:16]

Participants

Reactant 3

HCID 80641,4-Butanediol

HCID 11584Allyl acetate

HCID 738531,4-Bis(allyloxy)butane

Product 1

HCID 112750214-allyloxy-1-butanol

Procedure

A reaction was performed by the procedure of Example 1, except for using 1,4-butanediol instead of 1-octanol and using allyl acetate in an amount of 10 mmol. The reaction mixture was analyzed by gas chromatography to find that 3-(4-allyloxy-butoxy)-propene and 4-allyloxy-1-butanol were formed in yields of 78% and 6%, respectively.

Sources & evidence

ORD record: ord-6e9bbf06a71f465b94c7af0a7f945173
Source dataset: uspto-grants-2007_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07304184B2

Reaction notes

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