1-Butanol → HCID 20332638, compound

HRID 1390598Notes

Reaction equation

HRID 1390598 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].[Br:13][C:14]1[CH:19]=[CH:18][C:17]([S:20][CH2:21][CH:22]([OH:25])[CH2:23]O)=[CH:16][CH:15]=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:25][CH:22]([CH2:21][S:20][C:17]2[CH:18]=[CH:19][C:14]([Br:13])=[CH:15][CH:16]=2)[CH2:23][O:4]1

Participants

7

Reactant 4

HCID 2631-ButanolHCID 6101p-Toluenesulfonic acidHCID 758282-Bromo-1-(2,4-dichlorophenyl)ethan-1-oneHCID 203326623-[(4-Bromophenyl)sulfanyl]propane-1,2-diol

Product 1

HCID 20332638HCID 20332638, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 962WaterSolvent

Procedure

A mixture of 13.6 parts of 2-bromo-1-(2,4-dichlorophenyl)-1-ethanone, 15.8 parts of 3-(4-bromophenylthio)-1,2-propanediol, 3 parts of 4-methylbenzenesulfonic acid, 180 parts of butanol and 90 parts of benzene is stirred and refluxed for 12 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)-4-(4-bromophenylthiomethyl)-2-(2,4-dichlorophenyl)-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-ffc44ca544264f718196f037fa26ec9c
Source dataset
uspto-grants-1979_02
Patent number
US04139540

Reaction notes

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