1,2-Dimethoxyethane → HCID 22734039, compound

HRID 1954040Notes

Reaction equation

HRID 1954040 reaction equation
[H-].[Na+].[CH3:3][O:4][C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][C:6]=1[O:15][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][C:17]1=O.[CH2:23](COC)OC>[Br-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH2:23]=[C:17]1[CH2:18][CH2:19][CH2:20][CH2:21][CH:16]1[O:15][C:6]1[CH:7]=[C:8]([CH:13]=[CH:14][C:5]=1[O:4][CH3:3])[C:9]([O:11][CH3:12])=[O:10]

Participants

5

Reactant 3

HCID 80711,2-DimethoxyethaneHCID 24758Sodium hydrideHCID 22734018HCID 22734018, compound

Product 1

HCID 22734039HCID 22734039, compound

Reagents, catalysts & solvents 1

HCID 74505Methyltriphenyliphosphonium bromideCatalyst

Procedure

43.8 g of methyltriphenylphosphonium bromide in 300 ml of abs. dimethoxyethane are treated in portions under nitrogen with 3.6 g of sodium hydride (80% in paraffin). The mixture is stirred at RT for 1 h and a solution of 30 g of methyl 4-methoxy-3-(2-oxocyclohexyloxy)benzoate is then slowly added dropwise. The mixture is stirred at RT overnight and then worked up analogously to Example B5. 21 g of the title compound are obtained as a colorless oil.

Workup

  1. stirringThe mixture is stirred at RT overnight

Sources & evidence

ORD record
ord-06059b578c8e48b996700a8d8ecf2d7b
Source dataset
uspto-grants-2000_09
Patent number
US06121274

Reaction notes

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