1-Butanol → HCID 20332668, compound

HRID 1578441Notes

Reaction equation

HRID 1578441 reaction equation
[CH3:1][C:2]1[CH:13]=[CH:12][CH:11]=[C:10]([CH3:14])[C:3]=1[O:4][CH2:5][CH:6]([OH:9])[CH2:7][OH:8].[Br:15][CH2:16][C:17]([C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=1[Cl:26])=O.CC1C=CC(S(O)(=O)=O)=CC=1.C(O)CCC>CC1C=CC=CC=1>[Br:15][CH2:16][C:17]1([C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=2[Cl:26])[O:9][CH:6]([CH2:5][O:4][C:3]2[C:10]([CH3:14])=[CH:11][CH:12]=[CH:13][C:2]=2[CH3:1])[CH2:7][O:8]1

Participants

6

Reactant 4

HCID 2631-ButanolHCID 6101p-Toluenesulfonic acidHCID 758282-Bromo-1-(2,4-dichlorophenyl)ethan-1-oneHCID 20332672HCID 20332672, compound

Product 1

HCID 20332668HCID 20332668, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 11.8 parts of 3-(2,6-dimethylphenoxy)-1,2-propanediol, 13.6 parts of 2-bromo-1-(2,4-dichlorophenyl)-1-ethanone, 3 parts of 4-methylbenzenesulfonic acid, 80 parts of butanol and 180 parts of methylbenzene is stirred and refluxed for 3 days. The reaction mixture is evaporated and the residue is dissolved in 2,2'-oxybispropane. The solution is stirred for 30 minutes with silica gel. The latter is filtered off and the filtrate is evaporated, yielding A + B 2-(bromomethyl)-2-(2,4-dichlorophenyl)-4-(2,6-dimethylphenoxymethyl)-1,3-dioxolane as a residue.

Workup

  1. temperaturerefluxed for 3 days
  2. customThe reaction mixture is evaporated
  3. dissolutionthe residue is dissolved in 2,2'-oxybispropane
  4. stirringThe solution is stirred for 30 minutes with silica gel
  5. filtrationThe latter is filtered off
  6. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-bf278c4659dd4d8b9121f0f6c9dbc3dd
Source dataset
uspto-grants-1976_02
Patent number
US03936470

Reaction notes

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