Sodium hydride → HCID 18625778, compound

HRID 1859948Notes

Reaction equation

HRID 1859948 reaction equation
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:22]=[CH:21][C:8]([CH2:9][CH:10]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:7][CH:6]=1.[H-].[Na+].[O:25]([CH2:32][CH2:33]Br)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([CH2:9][C:10]([CH2:33][CH2:32][O:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:21][CH:22]=1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 68526Benzene, (2-bromoethoxy)-HCID 18625736HCID 18625736, compound

Product 1

HCID 18625778HCID 18625778, compoundYield 78.5%

Procedure

In a similar manner to that described in Reference example 2(a), a reaction was carried out using diethyl 2-(4-methoxymethoxybenzyl)malonate (1.58 g), which is the product of Reference example 3(b), sodium hydride (55% suspension in oil, 0.24 g) and 2-phenoxyethyl bromide (1.23 g) and the reaction mixture was treated to afford the desired compound (1.72 g) as a syrup.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-9eae7447b0c043ecb70aec259d008e83
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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