1-Butanol → HCID 20332746, compound

HRID 1578435Notes

Reaction equation

HRID 1578435 reaction equation
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:6]=1[Cl:12])=[O:4].[CH3:13][C:14]1[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][C:15]=1[O:16][CH2:17][CH:18]([OH:21])[CH2:19]O.CC1C=CC(S(O)(=O)=O)=CC=1.C(O)CCC>O.C1C=CC=CC=1>[Br:1][CH2:2][C:3]1([C:5]2[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:6]=2[Cl:12])[O:21][CH:18]([CH2:17][O:16][C:15]2[CH:22]=[C:23]([CH3:26])[CH:24]=[CH:25][C:14]=2[CH3:13])[CH2:19][O:4]1

Participants

7

Reactant 4

HCID 2631-ButanolHCID 6101p-Toluenesulfonic acidHCID 758282-Bromo-1-(2,4-dichlorophenyl)ethan-1-oneHCID 2303743-(2,5-Dimethylphenoxy)-1,2-propanediol

Product 1

HCID 20332746HCID 20332746, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 962WaterSolvent

Procedure

A mixture of 13.6 parts of 2-bromo-1-(2,4-dichlorophenyl)-1-ethanone, 12 parts of 3-(2,5-dimethylphenoxy)-1,2-propanediol, 3 parts of 4-methylbenzenesulfonic acid, 80 parts of butanol and 180 parts of benzene is stirred and refluxed for 24 hours with water-separator. The reaction mixture is evaporated and the residue is dissolved in trichloromethane. The solution is stirred with silicagel for 30 minutes. The latter is filtered off and the filtrate is evaporated, yielding A + B 2-(bromomethyl)-2-(2,4-dichlorophenyl)-4-(2,5-dimethylphenoxymethyl)-1,3-dioxolane as a residue.

Workup

  1. customThe reaction mixture is evaporated
  2. dissolutionthe residue is dissolved in trichloromethane
  3. stirringThe solution is stirred with silicagel for 30 minutes
  4. filtrationThe latter is filtered off
  5. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-4ff05b5492234000bfcdc0307d474902
Source dataset
uspto-grants-1976_02
Patent number
US03936470

Reaction notes

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