Diethyl Oxalate → HCID 54138211, compound

HRID 1156176Notes

Reaction equation

HRID 1156176 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=1)[CH3:2].[C:18](OCC)(=[O:24])[C:19]([O:21][CH2:22][CH3:23])=[O:20].CC[O-].[Na+]>>[CH2:22]([O:21][C:19](=[O:20])[C:18](=[O:24])[CH:5]([C:4]([O:3][CH2:1][CH3:2])=[O:17])[CH2:6][CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([O:15][CH3:16])=[CH:13][CH:14]=1)[CH3:23]

Participants

4

Reactant 3

HCID 7268Diethyl OxalateHCID 2723922Sodium ethoxideHCID 12270998HCID 12270998, compound

Product 1

HCID 54138211HCID 54138211, compoundYield 82.2%

Procedure

17.2 g of 3-ethoxycarbonyl-6-(4-methoxyphenyl)-2-oxocaproic acid ethyl ester are prepared from 14.7 g of 5-(4-methoxyphenyl)-valeric acid ethyl ester and 11.8 g of diethyl oxalate, using sodium ethylate as the base, in a manner analogous to that in Example (1b).

Sources & evidence

ORD record
ord-68da9ceda6f64dc698ac8788a37478f8
Source dataset
uspto-grants-1982_06
Patent number
US04334089

Reaction notes

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