Diethyl Carbonate → HCID 20513410, compound

HRID 1164043Notes

Reaction equation

HRID 1164043 reaction equation
[O-]CC.[Na+].[Na].[CH3:6][O:7][C:8]1[C:13]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[F:21])=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:22][C:23]#[N:24].[C:25](=O)([O:29]CC)[O:26][CH2:27][CH3:28]>C1(C)C=CC=CC=1.C(O)C>[C:23]([CH:22]([C:9]1[CH:10]=[CH:11][CH:12]=[C:13]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[F:21])[C:8]=1[O:7][CH3:6])[C:25]([O:26][CH2:27][CH3:28])=[O:29])#[N:24]

Participants

7

Reactant 4

HCID 7766Diethyl CarbonateHCID 2723922Sodium ethoxideHCID 5360545SodiumHCID 20513485HCID 20513485, compound

Product 1

HCID 20513410HCID 20513410, compoundYield 109.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 1140TolueneSolvent

Procedure

A mixture of sodium ethoxide prepared from sodium metal (470 mg) and ethanol (20 ml), 2-[2-methoxy-3-(2-fluorophenoxy)phenyl]acetonitrile (5 g) and diethyl carbonate (9.2 g) in toluene (50 ml) was treated in a similar manner to that of Example 10-(4) to give oily ethyl 2-cyano-2-[2-methoxy-3-(2-fluorophenoxy)phenyl]acetate (7 g).

Workup

  1. additionwas treated in a similar manner to that of Example 10-(4)

Sources & evidence

ORD record
ord-63a3b4f7f3fd49f8a38ed828fa0066d5
Source dataset
uspto-grants-1983_01
Patent number
US04367238

Reaction notes

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