Acetic Acid → Bicyclo(2.2.1)hept-1-yl acetate

Reaction equation

[CH:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH:3]=[CH:2]2.[C:8]([OH:11])(=[O:10])[CH3:9]>>[C:8]([O:11][C:1]12[CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH2:2]2)(=[O:10])[CH3:9]

Participants

Reactant 2

HCID 176Acetic Acid

HCID 103522-Norbornene

Product 1

HCID 13351884Bicyclo(2.2.1)hept-1-yl acetateYield 95%

Procedure

To illustrate reaction of a cycloolefin in the process, a mixture of norbornene (bicyclo[2.2.1]-2-heptene) and acetic acid was reacted over HZSM-12 zeolite. The reaction was carried out on a steam bath at about 100° C. for 5.5 hours. The addition product, norbornyl acetate, was formed in about 95% yield.

Workup

customreaction of a cycloolefin in the process

Sources & evidence

ORD record: ord-389226bb969841a698c1a2375dea84a9
Source dataset: uspto-grants-1984_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04461729

Reaction notes

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