Fluorobenzene → HCID 20393454, compound

HRID 1973747Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:8]([C:11]1([CH3:17])[O:16][C:14](=[O:15])[CH2:13][CH2:12]1)(O)=[O:9]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:11]2([CH3:17])[O:16][C:14](=[O:15])[CH2:13][CH2:12]2)=[O:9])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 10008Fluorobenzene

HCID 15109407HCID 15109407, compound

Product 1

HCID 20393454HCID 20393454, compound

Procedure

acylating fluorobenzene with gamma-carbonylhalide-gamma-valerolactone, gamma-carboxy-gamma-valerolactone or gamma-carboxy-gamma-valerolactone anhydride in the presence of gallium trihalide, aluminum trihalide, antimony trihalide, titanium tetrahalide, boron trihalide or iron trihalide to form gamma-(para-fluorobenzoyl)-gamma-valerolactone; or acylating fluorobenzene with gamma-methyl-glutaconic anhydride in the presence of aluminum chloride, polyphosphoric acid, hydrogen fluoride, sulfuric acid, fluoroboric acid, boron trifluoride, boron trichloride or boron tribromide at a temperature of from 0°-85° C to form 4-(para-fluorobenzoyl)-3-pentenoic acid;

Sources & evidence

ORD record: ord-6d18b5166d404c6ca8085d946ff68d96
Source dataset: uspto-grants-1976_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03998875

Reaction notes

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