Water → HCID 12800025, compound

HRID 2412597Notes

Reaction equation

HRID 2412597 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH3:11])[C:5]([OH:7])=[O:6].[C:12](Cl)(=[O:22])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21].O>CN(C)C=O>[C:12]([NH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[CH3:11])[C:5]([OH:7])=[O:6])(=[O:22])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

5

Reactant 3

HCID 962WaterHCID 66982Decanoyl chlorideHCID 755683-Amino-4-methylbenzoic acid

Product 1

HCID 12800025HCID 12800025, compoundYield 73.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 3-amino-4-methylbenzoic acid (15.1 g) and n-decanoyl chloride (19.4 g) in dry dimethylformamide (150 ml) was heated on a steam bath for 90 minutes. The solution was poured into water and the solid was collected, and recrystallised from ethanol (600 ml) to give 3-(n-decanamido)-4-methylbenzoic acid (22.5 g), in the form of a white powder, m.p. 246°-250° C.

Workup

  1. customthe solid was collected
  2. customrecrystallised from ethanol (600 ml)

Sources & evidence

ORD record
ord-4cb9cb2b5c1c4469a9117382a834bf02
Source dataset
uspto-grants-1985_01
Patent number
US04493843

Reaction notes

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