Ethanol → Ethyl 2-cyano-2-[2-methoxy-3-(o-tolylthio)phenyl]acetate

HRID 1164111Notes

Reaction equation

HRID 1164111 reaction equation
[Na].C(O)C.[CH3:5][O:6][C:7]1[C:12]([S:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[CH3:20])=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:21][C:22]#[N:23].[C:24](=O)([O-:28])[O:25][CH2:26][CH3:27]>C1(C)C=CC=CC=1>[C:22]([CH:21]([C:8]1[CH:9]=[CH:10][CH:11]=[C:12]([S:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[CH3:20])[C:7]=1[O:6][CH3:5])[C:24]([O:25][CH2:26][CH3:27])=[O:28])#[N:23]

Participants

6

Reactant 4

HCID 702EthanolHCID 5360545SodiumHCID 205134502-[2-Methoxy-3-(o-tolylthio)phenyl]acetonitrileHCID 21226545CID 21226545

Product 1

HCID 20513407Ethyl 2-cyano-2-[2-methoxy-3-(o-tolylthio)phenyl]acetateYield 96.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Sodium metal (0.7 g), dried ethanol (20 ml), 2-[2-methoxy-3-(o-tolylthio)phenyl]acetonitrile (7.7 g), ethyl carbonate (13 g) and toluene (50 ml) were treated in a similar manner to that of Example 22-(1) to give oily ethyl 2-cyano-2-[2-methoxy-3-(o-tolylthio)phenyl]acetate (9.4 g).

Sources & evidence

ORD record
ord-7bce8b8e7142496caed216b2247f7946
Source dataset
uspto-grants-1983_01
Patent number
US04367238

Reaction notes

Loading…