Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → HCID 69733885, compound

HRID 496062Notes

Reaction equation

HRID 496062 reaction equation
[CH:1]([C:3]1([N:6]([CH3:14])[C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10])[CH2:5][CH2:4]1)=O.[CH2:15]([O:17][C:18]([CH:20]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:19])[CH3:16]>ClCCl>[C:9]([O:8][C:7]([N:6]([CH3:14])[C:3]1([CH:1]=[CH:20][C:18]([O:17][CH2:15][CH3:16])=[O:19])[CH2:5][CH2:4]1)=[O:13])([CH3:12])([CH3:11])[CH3:10]

Participants

4

Reactant 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 88171806tert-butyl 1-(formyl)cyclopropyl(methyl)carbamate

Product 1

HCID 69733885HCID 69733885, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.15 g of the product obtained in Step 1 and 2.01 g of (ethoxycarbonylmethylene)-triphenylphosphorane in 30 ml of dichloromethane are heated at reflux for 20 hours, concentrated under reduced pressure and then chromatographed over silica gel (dichloromethane/tetrahydrofuran: 97/3) allowing the expected product to be isolated.

Workup

  1. temperatureat reflux for 20 hours
  2. concentrationconcentrated under reduced pressure
  3. customchromatographed over silica gel (dichloromethane/tetrahydrofuran: 97/3)
  4. customto be isolated

Sources & evidence

ORD record
ord-437ee10b2bd84bc290a1330b1a4316af
Source dataset
uspto-grants-2005_09
Patent number
US06943184B2

Reaction notes

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