HCID 14621630, compound → HCID 14621618, compound

HRID 1905359Notes

Reaction equation

HRID 1905359 reaction equation
[CH:1]([N:3]([C:12]([C:14]1[C:23]2[C:18](=[C:19]([C:26]([F:29])([F:28])[F:27])[C:20]([O:24][CH3:25])=[CH:21][CH:22]=2)[CH:17]=[CH:16][CH:15]=1)=[O:13])[CH2:4][C:5]([O:7]C(C)(C)C)=[O:6])=[O:2]>FC(F)(F)C(O)=O.O>[CH:1]([N:3]([C:12]([C:14]1[C:23]2[C:18](=[C:19]([C:26]([F:27])([F:29])[F:28])[C:20]([O:24][CH3:25])=[CH:21][CH:22]=2)[CH:17]=[CH:16][CH:15]=1)=[O:13])[CH2:4][C:5]([OH:7])=[O:6])=[O:2]

Participants

4

Reactant 1

HCID 14621630HCID 14621630, compound

Product 1

HCID 14621618HCID 14621618, compoundYield 46%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of N-formyl-N-[[6-methoxy-5-(trifluoromethyl)-1-naphthalenyl]carbonyl]glycine, 1,1-dimethylethyl ester (12.86 g, 31.3 mmole) in trifluoroacetic acid (100 mL) was stirred at room temperature for 5 minutes. The reaction was diluted with water (700 mL) and the resultant precipitate was collected by suction filtration. The solid was washed with water (2×25 mL) and recrystallized in 2:1 hexane:chloroform to provide the product as white needles (5.09 g, 46%), m.p. 142°-144° C.

Workup

  1. filtrationthe resultant precipitate was collected by suction filtration
  2. washThe solid was washed with water (2×25 mL)
  3. customrecrystallized in 2:1 hexane

Sources & evidence

ORD record
ord-96145f0aee8d4168bb3c501dc9af0081
Source dataset
uspto-grants-1989_06
Patent number
US04843062

Reaction notes

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