1-Butanol → HCID 20332699, compound

HRID 1390599Notes

Reaction equation

HRID 1390599 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].[C:13]1([S:19][CH2:20][CH:21]([OH:24])[CH2:22]O)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.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:24][CH:21]([CH2:20][S:19][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:22][O:4]1

Participants

7

Reactant 4

HCID 2631-ButanolHCID 6101p-Toluenesulfonic acidHCID 212313-(Phenylsulfanyl)propane-1,2-diolHCID 758282-Bromo-1-(2,4-dichlorophenyl)ethan-1-one

Product 1

HCID 20332699HCID 20332699, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 962WaterSolvent

Procedure

A mixture of 13.6 parts of 2-bromo-1-(2,4-dichlorophenyl)-1-ethanone, 11.1 parts of 3-(phenylthio)-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 silica gel for 30 minutes. The latter is filtered off and the filtrate is evaporated, yielding A + B 2-(bromomethyl)-2-(2,4-dichlorophenyl)-4-(phenylthiomethyl)-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 silica gel for 30 minutes
  4. filtrationThe latter is filtered off
  5. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-edf084af36d84632aa3777d611bf402a
Source dataset
uspto-grants-1979_02
Patent number
US04139540

Reaction notes

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