Dimethylformamide diethylacetal → Ethyl 2-(3-cyanophenyl)-3-(dimethylamino)acrylate

HRID 578908Notes

Reaction equation

HRID 578908 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:6]=[CH:7][CH:8]=1)#[N:2].C(O[CH:18](OCC)[N:19]([CH3:21])[CH3:20])C>>[C:1]([C:3]1[CH:4]=[C:5]([C:9](=[CH:18][N:19]([CH3:21])[CH3:20])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:6]=[CH:7][CH:8]=1)#[N:2]

Participants

3

Reactant 2

HCID 70913Dimethylformamide diethylacetalHCID 11194802Ethyl 2-(3-cyanophenyl)acetate

Product 1

HCID 117601334Ethyl 2-(3-cyanophenyl)-3-(dimethylamino)acrylate

Procedure

The title compound was prepared in a manner similar to Example Preparation 10 using ethyl 2-(3-cyanophenyl)acetate and 1,1-diethoxy-N,N-dimethylmethanamine to give the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.12 (t, J=7.1 Hz, 3 H) 2.67 (s, 6H) 4.00 (q, J=7.1 Hz, 2 H) 7.42-7.45 (m, 1 H) 7.45-7.50 (m, 1 H) 7.53-7.55 (m, 1 H) 7.57 (s, 1 H) 7.64 (dt, J=7.1, 1.7 Hz, 1 H).

Sources & evidence

ORD record
ord-8fe96e553faf441a89d7509f296bfffe
Source dataset
uspto-grants-2015_05
Patent number
US09040522B2

Reaction notes

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