Triphenylphosphine → HCID 71075488, compound

HRID 2170702Notes

Reaction equation

HRID 2170702 reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1)[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O[C@H:30]([CH3:35])[C:31]([O:33][CH3:34])=[O:32].CC(OC(/N=N/C(OC(C)C)=O)=O)C>C1COCC1>[CH2:1]([C:3]1[CH:4]=[C:5]([CH:6]=[CH:7][CH:8]=1)[O:9][C@@H:30]([CH3:35])[C:31]([O:33][CH3:34])=[O:32])[CH3:2]

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 121013-EthylphenolHCID 637514(+)-Methyl lactateHCID 5363146Diisopropyl azodicarboxylate

Product 1

HCID 71075488HCID 71075488, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 3-ethylphenol (3.42 g, 28 mmol) in THF (20 mL) at ice bath was added triphenylphosphine (9.5 g, 36.4 mmol) and then (R)-methyl 2-hydroxypropanoate (2.94 mL, 31 mmol). And then DIAD (8.2 mL, 42 mmol) was added dropwise to the above cole solution. The mixture was stirred at room temperature for 16 hr. The solvent was removed and the residue was purified by silica gel to obtain the title compound.

Workup

  1. customThe solvent was removed
  2. customthe residue was purified by silica gel

Sources & evidence

ORD record
ord-be5a6e8a8c8649f1aab0ba6376feb4e0
Source dataset
uspto-grants-2015_06
Patent number
US09051265B2

Reaction notes

Loading…