Acetic acid, 2,2-dimethoxy-, methyl ester → 2,2-dimethoxy-N-(3-trifluoromethoxybenzyl)-acetamide

HRID 1926265Notes

Reaction equation

HRID 1926265 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5](F)=[C:6]([CH:16]=1)[CH2:7][NH:8][C:9](=[O:15])[CH:10]([O:13][CH3:14])[O:11][CH3:12].[F:18][C:19]([F:30])([F:29])[O:20]C1C=C(C=CC=1)CN.COC(OC)C(OC)=O>>[CH3:12][O:11][CH:10]([O:13][CH3:14])[C:9]([NH:8][CH2:7][C:6]1[CH:5]=[CH:4][CH:3]=[C:2]([O:20][C:19]([F:30])([F:29])[F:18])[CH:16]=1)=[O:15]

Participants

4

Reactant 3

HCID 66647Acetic acid, 2,2-dimethoxy-, methyl esterHCID 1452643-(Trifluoromethoxy)benzylamineHCID 67520816N-(5-chloro-2-fluorobenzyl)-2,2-dimethoxyacetamide

Product 1

HCID 675205432,2-dimethoxy-N-(3-trifluoromethoxybenzyl)-acetamide

Procedure

By following the procedure for the preparation of N-(5-chloro-2-fluorobenzyl)-2,2-dimethoxyacetamide, the title compound was prepared from 3-(trifluoromethoxy)benzylamine (4.0 g, 21 mmol) and methyl dimethoxyacetate (2.8 g, 21 mmol). 1H NMR (CDCl3, 300 MHz): δ=3.40 (s, 6H), 4.44 (d, J=4.2 Hz, 2H), 4.75 (s, 1H), 6.95 (bs, 1H), 7.11 (s, 2H), 7.20 (d, J=2.4 Hz, 1H), 7.35-7.40 (m, 1H).

Sources & evidence

ORD record
ord-b9ec6e4aad164f4abf663af991228d92
Source dataset
uspto-grants-2012_05
Patent number
US08178668B2

Reaction notes

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