Acetic Acid → HCID 12017607, compound

HRID 1279225Notes

Reaction equation

HRID 1279225 reaction equation
[F:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=2[C:10]([OH:12])=[O:11])=O)=[CH:4][CH:3]=1.[C-]#[N:20].[K+].[C:22]([OH:25])(=O)C>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]2([C:22]([NH2:20])=[O:25])[C:8]3[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=3[C:10](=[O:11])[O:12]2)=[CH:17][CH:18]=1

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 9032Potassium CyanideHCID 820992-(4-Fluorobenzoyl)benzoic acid

Product 1

HCID 12017607HCID 12017607, compound

Procedure

A mixture of 2-(4-fluorobenzoyl)benzoic acid (75 g), potassium cyanide (28 g), and glacial acetic acid (160 mL) was heated at 115-125 C. in a sealed pressure bottle for 48 h. After cooling to ambient temperature, the mixture was poured into ice water (1.5L). The solid was collected by filtration and crystallized from ethanol to give the title compound (42 g) as a white solid, m. p. 170-173° C. Mass spectrum (EI, M+) m/z 271.

Workup

  1. temperaturewas heated at 115-125 C
  2. filtrationThe solid was collected by filtration
  3. customcrystallized from ethanol

Sources & evidence

ORD record
ord-2911b58d70284976b70ef8dcba09c282
Source dataset
uspto-grants-2002_09
Patent number
US06448255B1

Reaction notes

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