Nitric Acid → HCID 12783862, compound

HRID 894612Notes

Reaction equation

HRID 894612 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:5]=1[O:11][CH:12]1[CH2:17][CH2:16][O:15][C:13]1=[O:14])([OH:3])=[O:2].[N+:18]([O-])([OH:20])=[O:19]>>[C:1]([C:4]1[CH:9]=[C:8]([N+:18]([O-:20])=[O:19])[CH:7]=[C:6]([CH3:10])[C:5]=1[O:11][CH:12]1[CH2:17][CH2:16][O:15][C:13]1=[O:14])([OH:3])=[O:2]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 12925945HCID 12925945, compound

Product 1

HCID 12783862HCID 12783862, compound

Procedure

24.4 g. of α-[(2-Carboxy-6-methylphenyl)oxy]-γ-butyrolactone was added to 120 ml. of fuming nitric acid at a temperature not higher than -40° C. The reaction solution was poured into ice water, and the precipitating crystals were collected by filtration, washed with water and dried. The crystals were recrystallized from methanol. By the above procedure there was obtained α-[(2-carboxy-6-methyl-4-nitrophenyl)oxy]-γ-butyrolactone as pale yellow prisms, m.p. 210° C.(decomp.). Yield 20.3 g.

Workup

  1. customhigher than -40° C
  2. filtrationthe precipitating crystals were collected by filtration
  3. washwashed with water
  4. customdried
  5. customThe crystals were recrystallized from methanol

Sources & evidence

ORD record
ord-f3c4c515b79a4d9ea3102da87fbad989
Source dataset
uspto-grants-1981_08
Patent number
US04284644

Reaction notes

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