Dimethylformamide dimethyl acetal → HCID 59490768, compound

HRID 2383427Notes

Reaction equation

HRID 2383427 reaction equation
[O:1]=[C:2]1[CH2:7][CH2:6][CH:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:4][CH2:3]1.CO[CH:18](OC)[N:19]([CH3:21])[CH3:20]>>[CH3:18][N:19](/[CH:21]=[C:7]1\[CH2:6][CH:5]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:12])([CH3:14])[CH3:13])[CH2:4][CH2:3][C:2]\1=[O:1])[CH3:20]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 1512535tert-butyl N-(4-oxocyclohexyl)carbamate

Product 1

HCID 59490768HCID 59490768, compound

Procedure

A solution of tert-butyl 4-oxocyclohexylcarbamate (10 g, 0.046 mol) in 1,1-dimethoxy-N,N-dimethylmethanamine (50 mL) was heated at 100° C. for 15 hours. 1,1-dimethoxy-N,N-dimethylmethanamine was then removed under reduced pressure. The crude desired product, (E)-tert-butyl 3-((dimethylamino)methylene)-4-oxocyclohexylcarbamate obtained as an oil was used in the next reaction without any purification. LCMS [M+H}: 269.

Workup

  1. custom1,1-dimethoxy-N,N-dimethylmethanamine was then removed under reduced pressure

Sources & evidence

ORD record
ord-19c0c16ab9844ca0bcdb273a3b467041
Source dataset
uspto-grants-2012_09
Patent number
US08263610B2

Reaction notes

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