Triphenylphosphine → HCID 57755946, compound

HRID 227288Notes

Reaction equation

HRID 227288 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([O:12][CH3:13])=[O:11])[CH:5]=[CH:6][C:7]=1[CH3:8].[CH2:14]([C:16]1[O:20][C:19]([C:21]2[CH:26]=[CH:25][C:24]([O:27][C:28]([F:31])([F:30])[F:29])=[CH:23][CH:22]=2)=[N:18][C:17]=1[CH2:32][CH2:33]O)[CH3:15].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O>C(Cl)Cl>[CH2:14]([C:16]1[O:20][C:19]([C:21]2[CH:22]=[CH:23][C:24]([O:27][C:28]([F:30])([F:31])[F:29])=[CH:25][CH:26]=2)=[N:18][C:17]=1[CH2:32][CH2:33][O:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([O:12][CH3:13])=[O:11])[CH:5]=[CH:6][C:7]=1[CH3:8])[CH3:15]

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 730421,1'-(Azodicarbonyl)dipiperidineHCID 19991545HCID 19991545, compoundHCID 68898789HCID 68898789, compound

Product 1

HCID 57755946HCID 57755946, compoundYield 92.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Under atmosphere of argon, a solution of methyl (3-hydroxy-4-methylphenyl)acetate (1.00 g) in methylene chloride (22 mL) was added by 2-{5-ethyl-2-[4-(trifluoromethoxy)phenyl]-1,3-oxazol-4-yl}ethanol (2.00 g), triphenylphosphine (2.18 g) and 1,1′-(azodicarbonyl)dipiperidine (2.10 g) and stirred overnight at room temperature. The reaction mixture was concentrated and the obtained residue was purified by column chromatography on silica gel (hexane:ethyl acetate=4:1) to give the title compound (2.38 g) having the following physical data.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe obtained residue was purified by column chromatography on silica gel (hexane:ethyl acetate=4:1)

Sources & evidence

ORD record
ord-f5ad38c12ad340d1b92af54a8f938d2a
Source dataset
uspto-grants-2009_07
Patent number
US07560475B2

Reaction notes

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