Triphenylphosphine → HCID 86718007, compound

HRID 1500469Notes

Reaction equation

HRID 1500469 reaction equation
O[C@@H:2]([CH3:12])[CH2:3][C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:5]=1[OH:11].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>C1COCC1>[CH3:12][C@@H:2]1[CH2:3][C:4]2[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:5]=2[O:11]1

Participants

5

Reactant 3

HCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 86718006HCID 86718006, compound

Product 1

HCID 86718007HCID 86718007, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of (S)-2-(2-hydroxypropyl)-4-methylphenol (3c) (1.6 g, 8.4 mmol) and triphenylphosphine (2.7 g, 10 mmol) in THF (60 mL) was added DIAD at ambient temperature. It was concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with hexanes/EtOAc (10:1) to give the title compound (3d).

Workup

  1. concentrationIt was concentrated in vacuo
  2. customThe residue was purified by column chromatography on silica gel eluting with hexanes/EtOAc (10:1)

Sources & evidence

ORD record
ord-2e574ee400bf45f883d79ad70b89b075
Source dataset
uspto-grants-2015_12
Patent number
US09206166B2

Reaction notes

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