Oxalyl chloride → HCID 23293596, compound

HRID 1954897Notes

Reaction equation

[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[F:7][C:8]1[CH:13]=[CH:12][C:11]([C:14](C)([CH3:19])[CH2:15]C(O)=O)=[CH:10][CH:9]=1>>[F:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([CH3:19])([CH3:15])[CH2:1][C:2]([Cl:4])=[O:3])=[CH:10][CH:9]=1

Participants

Reactant 2

HCID 65578Oxalyl chloride

HCID 23293615339-34-4

Product 1

HCID 23293596HCID 23293596, compoundYield 101.6%

Conditions

Temperature: 25 °C

Procedure

Oxalyl chloride (46.5 g, 0.367 mol, Aldrich) was added to a solution of 3-(4-fluorophenyl)-3-methylbutyric acid (24 g, 0.122 mol) at -10° C. while protected from moisture by a nitrogen atmosphere. The stirring mixture was allowed to warm to 25° C. and was stirred for 2 h. Fractional distillation gave 26.6 g (76%) of 3-(4-fluorophenyl)-3-methylbutyryl chloride as a clear oil, b.p., 132-138° C.:

Workup

distillationFractional distillation

Sources & evidence

ORD record: ord-eb32d070338f466e887a40f267d2891d
Source dataset: uspto-grants-2000_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06124284

Reaction notes

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