Benzene → HCID 20332613, compound

HRID 1706884Notes

Reaction equation

HRID 1706884 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].[CH:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][C:14]=1[O:23][CH2:24][CH:25]([OH:28])[CH2:26]O.CC1C=CC(S(O)(=O)=O)=CC=1.C1C=CC=CC=1>O.C(O)CCC>[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:28][CH:25]([CH2:24][O:23][C:14]2[CH:15]=[CH:16][C:17]3[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:13]=2)[CH2:26][O:4]1

Participants

7

Reactant 4

HCID 241BenzeneHCID 6101p-Toluenesulfonic acidHCID 758282-Bromo-1-(2,4-dichlorophenyl)ethan-1-oneHCID 1181751,2-Propanediol, 3-(2-naphthyloxy)-

Product 1

HCID 20332613HCID 20332613, compound

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolventHCID 962WaterSolvent

Procedure

A mixture of 13.6 parts of 2-bromo-1-(2,4-dichlorophenyl)-1-ethanone, 13.1 parts of 3-(2-naphtalenyloxy)-1,2-propanediol, 3 parts of 4-methylbenzenesulfonic acid, 180 parts of benzene and 80 parts of butanol is stirred and refluxed for 12 hours with water-separator. The reaction mixture is evaporated and the residue is triturated in methanol. The product is filtered off and crystallized from 2-propanol, yielding A 2-(bromomethyl)-2-(2,4-dichlorophenyl)-4-[(2-naphthalenyloxy)methyl]-1,3-dioxolane; mp. 117.6° C.

Workup

  1. customThe reaction mixture is evaporated
  2. customthe residue is triturated in methanol
  3. filtrationThe product is filtered off
  4. customcrystallized from 2-propanol

Sources & evidence

ORD record
ord-c081a10c2b0e4bc691d0311e1bf56595
Source dataset
uspto-grants-1980_06
Patent number
US04209447

Reaction notes

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