HCID 21429597, compound → HCID 21429580, compound

HRID 437007Notes

Reaction equation

HRID 437007 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:22]=[CH:23][C:24]=1[OH:25])[C:7]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[O:8])([O-])=O>[Fe].C(O)(=O)C>[NH2:1][C:4]1[CH:5]=[C:6]([CH:22]=[CH:23][C:24]=1[OH:25])[C:7]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[O:8]

Participants

4

Reactant 1

HCID 21429597HCID 21429597, compound

Product 1

HCID 21429580HCID 21429580, compoundYield 85.4%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 10.5 g of dodecyl 3-nitro-4-hydroxybenzoate obtained in Step 1 above and 100 ml of acetic acid was heated at 70° C. under a nitrogen atmosphere and 10 g of reducing iron was added thereto over a 5 minute period with stirring. The reaction mixture was filtered and the filtrate was poured into 500 ml of ice water to deposit the crystals. The crystals were washed and dried to obtain 8.2 g (yield 85%) of the desired compound having a melting point of 86° to 89° C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. additionthe filtrate was poured into 500 ml of ice water
  3. washThe crystals were washed
  4. customdried

Sources & evidence

ORD record
ord-eb595d0a78c34e7eb6aa39b9c16f8b6e
Source dataset
uspto-grants-1977_06
Patent number
US04029508

Reaction notes

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