Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → HCID 86621973, compound

HRID 2422510Notes

Reaction equation

HRID 2422510 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[C:9]([C:11]1[CH:15]=[C:14]([CH3:16])[O:13][N:12]=1)=O.C[O:18][C:19](=O)[CH:20]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>C1(C)C=CC=CC=1>[CH3:8][C:6]1[CH:7]=[C:2]2[C:3]([C:9]([C:11]3[CH:15]=[C:14]([CH3:16])[O:13][N:12]=3)=[CH:20][C:19](=[O:18])[O:1]2)=[CH:4][CH:5]=1

Participants

4

Reactant 2

HCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 59774881HCID 59774881, compound

Product 1

HCID 86621973HCID 86621973, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of (2-hydroxy-4-methylphenyl)(5-methylisoxazol-3-yl)methanone from step 3 (0.93 g, 4.28 mmol) and methyl(triphenylphosphoranylidene)acetate (1.86 g, 5.57 mmol) in toluene (30 mL) was heated to 90° C. for 2 h, concentrated in vacuo, and the residue washed with Et2O and hot acetone to afford the title compound. 1H NMR (400 MHz, acetone-d6): 8.18 (d, 1H), 7.27-7.19 (m, 2H), 6.77 (s, 1H), 6.67 (s, 1H), 2.60 (s, 3H), 2.52 (s, 3H).

Workup

  1. concentrationconcentrated in vacuo
  2. washthe residue washed with Et2O and hot acetone

Sources & evidence

ORD record
ord-c72ff62d6b0246bc85b759acca43e2eb
Source dataset
uspto-grants-2011_06
Patent number
US07960409B2

Reaction notes

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