Diethyl propylmalonate → Diethyl 2-(4-benzyloxybenzyl)-2-propylmalonate

HRID 1860031Notes

Reaction equation

HRID 1860031 reaction equation
[CH2:1]([CH:4]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6])[CH2:2][CH3:3].[CH2:15]([O:22][C:23]1[CH:30]=[CH:29][C:26]([CH2:27]Cl)=[CH:25][CH:24]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[H-].[Na+]>>[CH2:15]([O:22][C:23]1[CH:30]=[CH:29][C:26]([CH2:27][C:4]([CH2:1][CH2:2][CH3:3])([C:5]([O:7][CH2:8][CH3:9])=[O:6])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:25][CH:24]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 3

HCID 16552Diethyl propylmalonateHCID 24758Sodium hydrideHCID 700424-Benzyloxybenzyl chloride

Product 1

HCID 18625701Diethyl 2-(4-benzyloxybenzyl)-2-propylmalonateYield 99.5%

Procedure

In a similar manner to that described in Reference example 2(a), a reaction was carried out using diethyl 2-propylmalonate (5.00 g), 4-benzyloxybenzyl chloride (6.32 g) and sodium hydride (55% suspension in oil, 1.13 g) and the reaction mixture was treated to afford the desired compound (9.80 g) as a colorless oil.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-80248e122a64458b90c3a32d43e98fa5
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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