Sodium hydride → Diethyl 2-(4-benzyloxybenzyl)-2-phenoxymalonate

HRID 1871655Notes

Reaction equation

HRID 1871655 reaction equation
[O:1]([CH:8]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:19]([O:26][C:27]1[CH:34]=[CH:33][C:30]([CH2:31]Cl)=[CH:29][CH:28]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[H-].[Na+]>>[CH2:19]([O:26][C:27]1[CH:28]=[CH:29][C:30]([CH2:31][C:8]([O:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:33][CH:34]=1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 700424-Benzyloxybenzyl chlorideHCID 23051671,3-Diethyl 2-phenoxypropanedioate

Product 1

HCID 18626030Diethyl 2-(4-benzyloxybenzyl)-2-phenoxymalonateYield 62.1%

Procedure

Reaction and post-treatment were carried out according to Reference example 12(a) using 2.81 g of diethyl phenoxymalonate, 2.59 g of 4-benzyloxybenzyl chloride and 530 mg of sodium hydride (55% oil suspension) to obtain 3.10 g of the desired compound as a syrup.

Workup

  1. customReaction

Sources & evidence

ORD record
ord-330a22de0731478cbcd8865d4a5ab13a
Source dataset
uspto-grants-2000_08
Patent number
US06103907

Reaction notes

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