Isophorone → Acetate

Reaction equation

O=[C:2]1[CH2:9][C:6]([CH3:8])([CH3:7])[CH2:5][C:4]([CH3:10])=[CH:3]1.[C:11]([O:14][CH:15]=[CH2:16])(=[O:13])[CH3:12]>>[CH3:7][C:6]1([CH3:9])[CH2:5][C:4]2([CH3:10])[CH:14]([CH2:2][CH2:3]2)[C:15](=[O:16])[CH2:8]1.[C:11]([O-:14])(=[O:13])[CH3:12]

Participants

Reactant 2

HCID 6544Isophorone

HCID 7904Vinyl Acetate

Product 2

HCID 175Acetate

HCID 227655154,4,6-Trimethylbicyclo[4.2.0]octan-2-one

Procedure

The photochemical reaction system of this invention is illustrated by another dual irradiation in which the inner flask reaction is the same as in Example 1, but in which the photochemical reaction in the outer flask consists in reacting isophorone with vinyl acetate to yield 4,4,6-trimethyl bicyclo[4.2.0]octane-2-one (7 or 8) acetate: ##STR3##

Workup

customThe photochemical reaction system of this invention is illustrated by another dual irradiation in which
customthe inner flask reaction
customin which the photochemical reaction in the outer flask

Sources & evidence

ORD record: ord-f7fda218d56f47c2abc4519a6d931870
Source dataset: uspto-grants-1978_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04087342

Reaction notes

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