tert-Butyl (triphenylphosphoranylidene) acetate → HCID 67247667, compound

HRID 1964074Notes

Reaction equation

HRID 1964074 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:8]2[N:7]3[CH2:11][CH2:12][C:13](=O)[C:6]3=[CH:5][C:4]=2[CH:3]=1.[C:15]([O:19][C:20]([CH:22]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:21])([CH3:18])([CH3:17])[CH3:16]>C1COCC1>[Br:1][C:2]1[CH:10]=[CH:9][C:8]2[N:7]3[CH2:11][CH2:12][C:13](=[CH:22][C:20]([O:19][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:21])[C:6]3=[CH:5][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 256127tert-Butyl (triphenylphosphoranylidene) acetateHCID 58221535HCID 58221535, compound

Product 1

HCID 67247667HCID 67247667, compoundYield 71.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
65 °C

Procedure

To a solution of 7-bromo-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-one (0.50 g, 1.999 mmol) in THF (10 mL) was added (tert-butoxycarbonylmethylene)triphenylphosphorane (1.881 g, 5.00 mmol). The mixture was stirred at 65° C. for 16 h and concentrated. The residue was purified by silica gel flash chromatography to provide the title compound (0.50 g). LCMS m/z=348 [M+H]+.

Workup

  1. concentrationconcentrated
  2. customThe residue was purified by silica gel flash chromatography

Sources & evidence

ORD record
ord-afc1a785ee9748afa740d8b855b7be39
Source dataset
uspto-grants-2013_04
Patent number
US08415484B2

Reaction notes

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