Triphenylphosphine → HCID 69664641, compound

HRID 1245333Notes

Reaction equation

HRID 1245333 reaction equation
[OH:1][C:2]1[CH:14]=[CH:13][C:5]2[C:6]([C:9]([F:12])([F:11])[F:10])=[N:7][O:8][C:4]=2[C:3]=1[CH2:15][CH2:16][CH3:17].[Si:18]([O:25][CH2:26][CH:27]1[CH2:32][CH2:31][CH2:30][CH2:29][CH:28]1O)([C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:20])[CH3:19].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>>[Si:18]([O:25][CH2:26][C@H:27]1[CH2:28][CH2:29][CH2:30][CH2:31][C@H:32]1[O:1][C:2]1[CH:14]=[CH:13][C:5]2[C:6]([C:9]([F:12])([F:11])[F:10])=[N:7][O:8][C:4]=2[C:3]=1[CH2:15][CH2:16][CH3:17])([C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:20])[CH3:19]

Participants

5

Reactant 4

HCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 452576462-({[tert-Butyl(dimethyl)silyl]oxy}methyl)cyclohexan-1-olHCID 1358008127-Propyl-3-(trifluoromethyl)benzo[d]isoxazol-6-ol

Product 1

HCID 69664641HCID 69664641, compound

Procedure

A mixture of 6-hydroxy-7-propyl-3-(trifluoromethyl)-1,2-benzisoxazole (730 mg, 2.98 mmol), 2-({tert-butyl(dimethyl)silyloxy}methyl)-cyclohexanol (800 mg, 3.28 mmol) from this Example step 1, and triphenylphosphine (1.02 g, 3.874 mmol) was dissolved in dry benzenes (16 mL). Diisopropylazodicarboxylate (0.78 mL, 3.874 mmol) was added dropwise. The reaction mixture was stirred at room temperature overnight. The solvent was evaporated in vacuo and the residue purified by chromatography on silica gel using acetone and hexane (1:99) to give the title compound.

Workup

  1. customThe solvent was evaporated in vacuo
  2. customthe residue purified by chromatography on silica gel

Sources & evidence

ORD record
ord-1c13846d93fd460ab599c5db2db297b3
Source dataset
uspto-grants-2006_10
Patent number
US07125865B2

Reaction notes

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