Sodium hydride → HCID 18625915, compound

HRID 1859971Notes

Reaction equation

HRID 1859971 reaction equation
[CH2:1]([CH:5]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:2][CH2:3][CH3:4].[CH2:16]([O:23][C:24]1[CH:31]=[CH:30][C:27]([CH2:28]Cl)=[CH:26][CH:25]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[H-].[Na+]>>[CH2:16]([O:23][C:24]1[CH:31]=[CH:30][C:27]([CH2:28][C:5]([CH2:1][CH2:2][CH2:3][CH3:4])([C:6]([O:8][CH2:9][CH3:10])=[O:7])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:26][CH:25]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 67244Diethyl butylmalonateHCID 700424-Benzyloxybenzyl chloride

Product 1

HCID 18625915HCID 18625915, compoundYield 89.1%

Procedure

In a similar manner to that described in Reference example 2(a), a reaction was carried out using diethyl 2-butylmalonate (2.16 g), 4-benzyloxybenzyl chloride (2.44 g) and sodium hydride (55% suspension in oil, 480 mg) and the reaction mixture was treated to afford the desired compound (3.67 g) as crystals.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-cd2c8f332ab2412b875cb97437c1edb9
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

Loading…