Nitric Acid → HCID 18351994, compound

HRID 2082816Notes

Reaction equation

HRID 2082816 reaction equation
[F:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[O:7])=[CH:4][CH:3]=1.[N+:15]([O-])([OH:17])=[O:16]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[O:7])=[CH:13][C:14]=1[N+:15]([O-:17])=[O:16]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 1013593-(4-Fluorobenzoyl)propionic acid

Product 1

HCID 18351994HCID 18351994, compoundYield 56%

Conditions

Temperature
-15 °C

Procedure

3-(4-Fluorobenzoyl)propionic acid (250 g, 1.28 mole) was added in portions to stirred fuming nitric acid (1000 ml) maintained at -15° C, the mixture was stirred an additional 30 minutes and then poured into ice-water (3000 ml). The product was collected, washed with water, and recrystallised from propanol to give 3-(4-fluoro-3-nitrobenzoyl)propionic acid (175 g, 56%, m.p. 136° C). (Found: C, 49.98; H, 3.34; N, 5.69. C10H8FNO5 requires: C, 49.80; H, 3.34; N, 5.81%)

Workup

  1. customThe product was collected
  2. washwashed with water
  3. customrecrystallised from propanol

Sources & evidence

ORD record
ord-6f88ae16e2d54ef18272b5542d4b3084
Source dataset
uspto-grants-1978_04
Patent number
US04082843

Reaction notes

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