m-Chloroperbenzoic acid → HCID 23330249, compound

HRID 224757Notes

Reaction equation

HRID 224757 reaction equation
[Cl:1][C:2]([Cl:13])([Cl:12])[CH2:3][CH:4]1[C:7]2([CH2:10][CH2:9][CH2:8]2)[CH2:6][C:5]1=[O:11].ClC1C=CC=C(C(OO)=[O:22])C=1>C(Cl)Cl>[Cl:12][C:2]([Cl:1])([Cl:13])[CH2:3][CH:4]1[O:22][C:5](=[O:11])[CH2:6][C:7]21[CH2:8][CH2:9][CH2:10]2

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 23330247HCID 23330247, compound

Product 1

HCID 23330249HCID 23330249, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2.42 g (0.01 mol) of the 1-(2',2',2'-trichloroethyl)spiro(3.3)heptan-2-one produced according to Example 10 is placed into 30 ml of methylene chloride, and 2 g (0.012 mol) of m-chloroperbenzoic acid is added. The reaction mixture is subsequently stirred for 48 hours at room temperature (21°-26° C.), filtered, and then washed with methylene chloride. The filtrate is washed with cold (0°-5° C.) sodium carbonate solution and cold (0°-5° C.) water, dried over sodium sulphate and concentrated by evaporation. The residue is recrystallised from diethyl ether/n-hexane to yield 5-(2',2',2'-trichloroethyl)-6-oxaspiro(3.4)octan-7-one of the formula ##STR14## as white crystals, m.p. 86.5°-87.5° C.

Workup

  1. additionis added
  2. filtrationfiltered
  3. washwashed with methylene chloride
  4. washThe filtrate is washed with cold (0°-5° C.) sodium carbonate solution and cold (0°-5° C.) water
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated by evaporation
  7. customThe residue is recrystallised from diethyl ether/n-hexane

Sources & evidence

ORD record
ord-fa4e5b45638f4da98fad87d1eb8a9aff
Source dataset
uspto-grants-1980_11
Patent number
US04234517

Reaction notes

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