Formic Acid → 1-Chloro-3,3,4-trimethylpentan-2-one

HRID 1253128Notes

Reaction equation

HRID 1253128 reaction equation
[Cl:1][CH:2]=[C:3]([O:10]C1C=CC=CC=1)[C:4]([CH3:9])([CH3:8])[CH:5]([CH3:7])[CH3:6].C(O)=O.Cl>C(Cl)Cl>[Cl:1][CH2:2][C:3](=[O:10])[C:4]([CH3:9])([CH3:8])[CH:5]([CH3:7])[CH3:6]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 313Hydrochloric AcidHCID 54514707[(1-Chloro-3,3,4-trimethylpent-1-en-2-yl)oxy]benzene

Product 1

HCID 132952261-Chloro-3,3,4-trimethylpentan-2-oneYield 77%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

238 g (1 mol) of 1-chloro-2-phenoxy-3,3,4-trimethyl-pent-1-ene are stirred with 500 g of formic acid and 50 g of concentrated hydrochloric acid for 2 hours at 80° C. The mixture is diluted with methylene chloride, and is washed once with water and four times with dilute sodium hydroxide solution. After the mixture has been dried over sodium sulphate, the solvent is stripped off in vacuo, and the residue is distilled over a column. 125 to 135 g (77-83% of theory) of 1-chloro-3,3,4-trimethyl-pentan-2-one of boiling point 88°-93° C./16 mbar are obtained. ##STR17##

Workup

  1. washis washed once with water and four times with dilute sodium hydroxide solution
  2. dry with materialAfter the mixture has been dried over sodium sulphate
  3. distillationthe residue is distilled over a column

Sources & evidence

ORD record
ord-d9f745b993ab404499128767c593ba12
Source dataset
uspto-grants-1988_05
Patent number
US04747869

Reaction notes

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