Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → HCID 131735582, compound

HRID 524786Notes

Reaction equation

HRID 524786 reaction equation
[CH:1]([CH:3]1[O:8][CH2:7][CH2:6][N:5]([C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[CH2:4]1)=O.C1(P(C2C=CC=CC=2)(C2C=CC=CC=2)=[CH:26][C:27]([O:29][CH3:30])=[O:28])C=CC=CC=1>C(Cl)Cl>[CH3:30][O:29][C:27](=[O:28])[CH:26]=[CH:1][CH:3]1[O:8][CH2:7][CH2:6][N:5]([C:9]([O:11][CH2:12][C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[O:10])[CH2:4]1

Participants

4

Reactant 2

HCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 18375763HCID 18375763, compound

Product 1

HCID 131735582HCID 131735582, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of benzyl 2-formylmorpholine-4-carboxylate (1.5 g, 6 mmol) and methyl 2-(triphenylphosphoranylidene)acetate (2.01 g, 6 mmol) in DCM (30 mL) was stirred at 25° C. for 12 hours under N2. The mixture was concentrated in vacuo, and the residue was purified by a silica gel column chromatography (PETROLEUM ETHER/EtOAc (V/V)=3/1) to give the title compound as colorless oil (0.88 g, 48%). The compound was characterized by the following spectroscopic data:

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe residue was purified by a silica gel column chromatography (PETROLEUM ETHER/EtOAc (V/V)=3/1)

Sources & evidence

ORD record
ord-b117a7a1dfbf4410b571318609c2329c
Source dataset
uspto-grants-2016_05
Patent number
US09340538B2

Reaction notes

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