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

HRID 1859955Notes

Reaction equation

HRID 1859955 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

In a similar manner to that described in Reference example 2(a), a reaction was carried out using diethyl 2-phenoxymalonate (2.81 g), 4-benzyloxybenzyl chloride (2.59 g) and sodium hydride (55% suspension in oil, 530 mg) and the reaction mixture was treated to afford the desired compound (3.10 g) as a syrup.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-43467574083e4f04871d5545ae777f4a
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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