Nitric Acid → HCID 21429597, compound

HRID 437006Notes

Reaction equation

HRID 437006 reaction equation
[OH:1][C:2]1[CH:22]=[CH:21][C:5]([C:6]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[O:7])=[CH:4][CH:3]=1.[N+:23]([O-])([OH:25])=[O:24]>C(O)(=O)C>[N+:23]([C:22]1[CH:21]=[C:5]([CH:4]=[CH:3][C:2]=1[OH:1])[C:6]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[O:7])([O-:25])=[O:24]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 17569Benzoic acid, 4-hydroxy-, dodecyl ester

Product 1

HCID 21429597HCID 21429597, compoundYield 95.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A solution of 10 g of dodecyl 4-hydroxybenzoate and 60 ml of acetic acid was heated at 30° to 35° C. and a solution of 2 ml of fuming nitric acid and 10 ml of acetic acid was added dropwise thereto over a 20 minute period with stirring. After the completion of the addition, the mixture was stirred for 1 hour. The crystals deposited in the reaction mixture were collected by filtration, washed with water and recrystallized from ethanol to obtain 11.0 g (yield 95.8%) of the desired compound having a melting point of 70° C.

Workup

  1. additionAfter the completion of the addition
  2. stirringthe mixture was stirred for 1 hour
  3. filtrationwere collected by filtration
  4. washwashed with water
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-34a4b7f7dc704818b2f1e104f682a1ed
Source dataset
uspto-grants-1977_06
Patent number
US04029508

Reaction notes

Loading…