Acetone → Carbofuran

HRID 1447086Notes

Reaction equation

HRID 1447086 reaction equation
[CH3:1][C:2]1([CH3:12])[CH2:6][C:5]2[CH:7]=[CH:8][CH:9]=[C:10]([OH:11])[C:4]=2[O:3]1.[CH2:13]([N:15]([CH2:18]C)CC)C.CC(C)=[O:22]>O>[CH3:13][NH:15][C:18](=[O:22])[O:11][C:10]1[C:4]2[O:3][C:2]([CH3:12])([CH3:1])[CH2:6][C:5]=2[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 180AcetoneHCID 8471TriethylamineHCID 152782,3-Dihydro-2,2-dimethyl-7-benzofuranol

Product 1

HCID 2566Carbofuran

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3.35 g (0.025 moles) of 2,3-dihydro-2,2-dimethyl-benzofuran-7-ol are reacted with 6 g (0.025 moles) of N-methylcarbamoyl-benzoic acid sulfimide in 15 ml of acetone, in the presence of 2.56 g (0.025 moles) of triethyl amine, at 50° C. for 15 minutes. The reaction mixture is then cooled to room temperature, diluted with 100 ml of water; the precipitate is filtered off, washed with water and dried. 3.1 g of 2,3-dihydro-2,2-dimethyl-benzofurane-7-yl methyl-carbamate are obtained, melting at 150° to 152° C. Benzoic acid sulfimide can be recovered by precipitation from the mother liquor with an acid.

Workup

  1. filtrationthe precipitate is filtered off
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-a5ad0d2b77734d2ea1c8a72ffb99984b
Source dataset
uspto-grants-1982_02
Patent number
US04315861

Reaction notes

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