Sodium Carbonate → [2-(3-Fluoro-4-trifluoromethyl-phenyl)-ethyl]-carbamic acid ethyl ester

HRID 1843949Notes

Reaction equation

HRID 1843949 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:12][CH2:13][NH2:14])[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9].[CH2:15]([O:17][C:18](Cl)=[O:19])[CH3:16].C([O-])([O-])=O.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH2:15]([O:17][C:18](=[O:19])[NH:14][CH2:13][CH2:12][C:4]1[CH:5]=[CH:6][C:7]([C:8]([F:10])([F:11])[F:9])=[C:2]([F:1])[CH:3]=1)[CH3:16]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 10928Ethyl chloroformateHCID 57978173Benzeneethanamine, 3-fluoro-4-(trifluoromethyl)-

Product 1

HCID 89964249[2-(3-Fluoro-4-trifluoromethyl-phenyl)-ethyl]-carbamic acid ethyl esterYield 90.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
0 °C

Procedure

2-(3-Fluoro-4-trifluoromethyl-phenyl)-ethylamine (I-47b: 2.46 g, 11.88 mmol) was reacted with ethylchloroformate (1.54 g, 14.26 mmol), 2N Na2CO3 solution (24.0 mL) and chloroform (24 mL). The resulting mixture was stirred for 30 minutes at 0° C. to afford 3.0 g of the crude product.

Sources & evidence

ORD record
ord-7eb4996350a344de8cb7947c00e77c20
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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