Methanol, 1,1-diethoxy-, 1-acetate → alpha-Carbethoxy-alpha-diethoxymethyl-beta-(3,4-dimethoxyphenyl)propionitrile

HRID 614286Notes

Reaction equation

HRID 614286 reaction equation
[C:1]([CH:6]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=1)[C:7]#[N:8])([O:3][CH2:4][CH3:5])=[O:2].[C:20]([O:23][CH:24](OCC)[O:25][CH2:26][CH3:27])(=O)[CH3:21]>>[C:1]([C:6]([CH:24]([O:25][CH2:26][CH3:27])[O:23][CH2:20][CH3:21])([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=1)[C:7]#[N:8])([O:3][CH2:4][CH3:5])=[O:2]

Participants

3

Reactant 2

HCID 84166Methanol, 1,1-diethoxy-, 1-acetateHCID 12254388Ethyl 2-cyano-3-(3,4-dimethoxyphenyl)propanoate

Product 1

HCID 12559142alpha-Carbethoxy-alpha-diethoxymethyl-beta-(3,4-dimethoxyphenyl)propionitrile

Conditions

Temperature
95 °C

Procedure

A mixture of α-Carbethoxy-β-[3,4-dimethoxyphenyl]propionitrile (10 g) and diethoxymethyl acetate (30 g) was heated at 95° C. for 20 hours. The volatiles were removed under vacuum pump pressure leaving 13.4 g (94%) of a nearly colorless oil which solidified on standing at -5° C. to a white solid, m.p. 62°-65° C.

Workup

  1. customThe volatiles were removed under vacuum pump pressure
  2. customleaving 13.4 g (94%) of a nearly colorless oil which
  3. customon standing at -5° C. to a white solid, m.p. 62°-65° C.

Sources & evidence

ORD record
ord-93b65578415949a783ac1b5ef8037fe4
Source dataset
uspto-grants-1979_03
Patent number
US04144263

Reaction notes

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