Ammonia → (+/-)-2-(2-Naphthylmethoxy)-3,3,3-trifluoro-2-methylpropionamide

HRID 973323Notes

Reaction equation

HRID 973323 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]([CH3:21])([C:17]([F:20])([F:19])[F:18])[C:14](Cl)=[O:15].[NH3:22].O>CCOCC>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]([CH3:21])([C:17]([F:20])([F:19])[F:18])[C:14]([NH2:22])=[O:15]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 962WaterHCID 20314457(+/-)-2-(2-Naphthylmethoxy)-3,3,3-trifluoro-2-methylpropionyl chloride

Product 1

HCID 20314467(+/-)-2-(2-Naphthylmethoxy)-3,3,3-trifluoro-2-methylpropionamide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of (±)-2-(2-naphthylmethoxy)-3,3,3-trifluoro-2-methylpropionyl chloride (1.3 g.) in ether (10 ml.) is added to a mixture of ammonia (d, 0.90; 10 ml.) and water (100 ml.). The mixture is shaken, and the ether is evaporated. The solid is filtered off and crystallised from light petroleum (b.p. 100°-120° C.) to give (±)-2-(2-naphthylmethoxy)-3,3,3-trifluoro-2-methylpropionamide (0.76 g.) m.p. 111°-112° C.

Workup

  1. customthe ether is evaporated
  2. filtrationThe solid is filtered off
  3. customcrystallised from light petroleum (b.p. 100°-120° C.)

Sources & evidence

ORD record
ord-894d0ef0302148d29202c10e16116786
Source dataset
uspto-grants-1977_10
Patent number
US04055595

Reaction notes

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