3,3-Diethoxy-1-propene → 3-(4-Cyano-2-ethyl-6-methyl-phenyl)-propionic acid ethyl ester

HRID 2069401Notes

Reaction equation

HRID 2069401 reaction equation
Br[C:2]1[C:9]([CH3:10])=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[CH2:11][CH3:12].[CH2:13]([O:15][CH:16]([O:19]CC)[CH:17]=[CH2:18])[CH3:14]>>[CH2:13]([O:15][C:16](=[O:19])[CH2:17][CH2:18][C:2]1[C:9]([CH3:10])=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[CH2:11][CH3:12])[CH3:14]

Participants

3

Reactant 2

HCID 624773,3-Diethoxy-1-propeneHCID 669320274-Bromo-3-ethyl-5-methylbenzonitrile

Product 1

HCID 669320843-(4-Cyano-2-ethyl-6-methyl-phenyl)-propionic acid ethyl ester

Procedure

The title compound is prepared from 4-bromo-3-ethyl-5-methyl-benzonitrile and commercially available acrolein diethyl acetal following literature procedures (G. Battistuzzi, S. Cacchi, G. Fabrizi, R. Bernini, Synlett 8 (2003) 1133-1136); LC-MS: tR=0.91 min; 1H NMR (CDCl3): δ 1.2 (m, 6H), 2.38 (s, 3H), 2.44 (m, 2H), 2.70 (q, J=7.5 Hz, 2H), 3.03 (m, 2H), 4.18 (q, J=7.3 Hz, 2H), 7.30 (s, 1H), 7.34 (s, 1H).

Sources & evidence

ORD record
ord-c50fb83d5a4d4bcea9843c375d62f37a
Source dataset
uspto-grants-2012_10
Patent number
US08299086B2

Reaction notes

Loading…