Water → HCID 15239199, compound

HRID 274789Notes

Reaction equation

HRID 274789 reaction equation
[F:1][C:2](=[C:7]([F:9])[F:8])[CH2:3][C:4](Cl)=[O:5].O.[CH2:11]([NH2:15])[CH2:12][CH2:13][CH3:14]>ClCCl>[CH2:11]([NH:15][C:4](=[O:5])[CH2:3][C:2]([F:1])=[C:7]([F:9])[F:8])[CH2:12][CH2:13][CH3:14]

Participants

5

Reactant 3

HCID 962WaterHCID 8007ButylamineHCID 109207893,4,4-Trifluoro-3-butenoyl chloride

Product 1

HCID 15239199HCID 15239199, compoundYield 92.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

2.5 g (0.0158 mole) 3,4,4-trifluoro-3-butenoyl chloride is added to a mixture of water (15 mL), dichloromethane (15 mL) and n-butyl amine (2.34 g, 0.032 mole) with stirring at 0° C. After stirring for 30 min, the organic layer is successively washed with 2N HCl, water, 5% sodium bicarbonate and brine, and dried. Evaporation of the solvent gave 2.85 g of title compound as a white solid, a 92% yield. m.p. 34°-36° C.

Workup

  1. stirringAfter stirring for 30 min
  2. washthe organic layer is successively washed with 2N HCl, water, 5% sodium bicarbonate and brine
  3. customdried
  4. customEvaporation of the solvent

Sources & evidence

ORD record
ord-f792564b8866481f9f212d1cfc60f0bc
Source dataset
uspto-grants-1995_02
Patent number
US05389680

Reaction notes

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