Dichloromethane → HCID 54440811, compound

HRID 1004290Notes

Reaction equation

HRID 1004290 reaction equation
O=[C:2]([CH3:11])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH:9]=[O:10].[C:12](C=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:14][CH2:15][CH3:16])=[O:13].[CH2:37](Cl)Cl>>[CH2:15]([O:14][C:12](=[O:13])[CH:11]=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9](=[O:10])[CH3:37])[CH3:16]

Participants

4

Reactant 3

HCID 6344Dichloromethane2×HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 109316848-Oxo-nonanal

Product 1

HCID 54440811HCID 54440811, compound

Procedure

To a cooled (-40° C.) solution of 28-2 (10.8 g, 69.2 mmol) in 150 mL CH2Cl2 was added (carbethoxymethylene)triphenylphosphorane (24.1 g, 69.2 mmol) in 100 mL CH2Cl2 gradually over 15 min. The reaction mixture was stirred for 12 hr while it was warmed up to room temperature. After solvent removal, the residue was purified using silica gel flash chromatography (EtOAc/hexanes: 1:8 to 1:6) to afford the desired product 28-3 as an oil.

Workup

  1. customAfter solvent removal
  2. customthe residue was purified

Sources & evidence

ORD record
ord-f8a537f435da4956a71731e20d2eb2ea
Source dataset
uspto-grants-2000_04
Patent number
US06048861

Reaction notes

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