Dichloromethane → HCID 54440811, compound

HRID 379270Notes

Reaction equation

HRID 379270 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-42dd264970e94fbf89d67c8092ec7d18
Source dataset
uspto-grants-2001_10
Patent number
US06297249B1

Reaction notes

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