Tridecane → 3,4-Difluorobenzoic acid

HRID 982198

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([C:12]([OH:14])=[O:13])[C:5](=[CH:9][C:10]=1[F:11])C(O)=O.CCCCCCCCCCCCC>CN1CCCC1=O>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:9][C:10]=1[F:11])[C:12]([OH:14])=[O:13]

Participants

Conditions

Temperature: 190 °C

Procedure

4,5-difluorophthalic acid (0.55 grams, 2.7 mmole) was added to a slurry of cupric oxide (10% by weight of starting material) in 5 ml. of N-methyl-2-pyrrolidone solvent. n-tridecane (0.25 grams) was added as an internal standard. The mixture was heated to 190° C. for 3 hours, at which time GC analysis indicated complete consumption of the starting material and conversion to 3,4-difluorobenzoic acid in an 87% yield, based upon the internal standard, corrected for response factors.

Workup

customconsumption of the starting material and conversion to 3,4-difluorobenzoic acid in an 87% yield

Sources & evidence

ORD record: ord-59c929004c3e4d979a5fd179c9fad39c
Source dataset: uspto-grants-1991_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04994606

Linked notes

Loading…