HCID 11139734, compound → 2-Methyl-1-[4-(methylthio)phenyl]-1-propanone

HRID 1264178Notes

Reaction equation

HRID 1264178 reaction equation
[CH3:1][C:2]1([CH3:17])[O:4][C:3]1(OC)[C:5]1[CH:10]=[CH:9][C:8]([S:11]([CH3:14])(=O)=O)=[CH:7][CH:6]=1.C1(COCC(O)=O)CC1>C(OC)(C)(C)C>[CH3:1][CH:2]([CH3:17])[C:3]([C:5]1[CH:6]=[CH:7][C:8]([S:11][CH3:14])=[CH:9][CH:10]=1)=[O:4]

Participants

4

Reactant 2

HCID 11139734HCID 11139734, compoundHCID 114349632-(cyclopropylmethoxy)acetic Acid

Product 1

HCID 8525392-Methyl-1-[4-(methylthio)phenyl]-1-propanone

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

A solution of raw 3,3-dimethyl-2-methoxy-2-(4′-methylsulphonylphenyl)oxirane (3.6 g, 14.1 mmol) and 2-(cyclopropylmethoxy)acetic acid (2.17 g, 16.7 mmol, 1.2 equiv) in anhydrous tert-butylmethylether (10 ml) is stirred at room temperature for 2 days. The reaction mixture is then concentrated in order to supply a yellow solid (5.24 g) containing 65% p/p of [2-methyl-1-(4′-methylsulphonylphenyl)-1-oxo-prop-2-yl] 2-(cyclopropylmethyoxy)acetate. The concatenated yield from the 2-methyl-1-(4′-methylthiophenyl)propan-1-one is 46% pure/pure.

Workup

  1. concentrationThe reaction mixture is then concentrated in order to supply a yellow solid (5.24 g)
  2. additioncontaining 65% p/p of [2-methyl-1-(4′-methylsulphonylphenyl)-1-oxo-prop-2-yl] 2-(cyclopropylmethyoxy)acetate

Sources & evidence

ORD record
ord-5a1321d413fa4a0e9105d2258056ecc1
Source dataset
uspto-grants-2003_04
Patent number
US06541646B2

Reaction notes

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