Sodium methanethiolate → 2,2-Dimethyl-5-[2-(methylthio)acetyl]-1,3-benzodioxole

HRID 477325Notes

Reaction equation

HRID 477325 reaction equation
CC[C:3](C1C=CC=CC=1)=[S:4].Br[CH2:12][C:13]([C:15]1[CH:25]=[CH:24][C:18]2[O:19][C:20]([CH3:23])([CH3:22])[O:21][C:17]=2[CH:16]=1)=[O:14].C[S-].[Na+]>CO>[CH3:22][C:20]1([CH3:23])[O:19][C:18]2[CH:24]=[CH:25][C:15]([C:13](=[O:14])[CH2:12][S:4][CH3:3])=[CH:16][C:17]=2[O:21]1

Participants

5

Reactant 3

HCID 4378561Sodium methanethiolateHCID 143730732-Bromo-1-(2,2-dimethyl-1,3-benzodioxol-5-yl)ethanoneHCID 18968240alpha-Methylthioacetophenone

Product 1

HCID 143730742,2-Dimethyl-5-[2-(methylthio)acetyl]-1,3-benzodioxole

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The procedure is as in Example 4 for the preparation of α-methylthioacetophenone, starting with a stirred solution of 5-(2-bromoacetyl)-2,2-dimethyl-1,3-benzodioxole (14.9 g) in methanol (150 cc). Sodium methanethiolate (3.8 g) is added in the course of 5 minutes at a temperature in the region of 20° C., and the mixture is left with stirring for 15 hours at the same temperature. 2,2-Dimethyl-5-[2-(methylthio)acetyl]-1,3-benzodioxole (11 g) is thereby obtained, and is used in the crude state in the subsequent syntheses.

Workup

  1. waitthe mixture is left

Sources & evidence

ORD record
ord-fcb6d5b3eb434a7597996d1bdf9306cf
Source dataset
uspto-grants-1989_12
Patent number
US04886835

Reaction notes

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