Hydrochloric Acid → 4-Phenoxycyclohexanone

HRID 2392747Notes

Reaction equation

HRID 2392747 reaction equation
[O:1]([CH:8]1[CH2:17][CH2:16][C:11]2(OCC[O:12]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.Cl>CCOCC>[O:1]([CH:8]1[CH2:9][CH2:10][C:11](=[O:12])[CH2:16][CH2:17]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 189804238-Phenoxy-1,4-dioxaspiro[4.5]decane

Product 1

HCID 224671324-Phenoxycyclohexanone

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

11.7 g (50 mmole) 8-phenoxy-1,4-dioxa-spiro[4.5]decane (25) were dissolved in 250 in ether. 50 ml water and 37.5 ml concentrated hydrochloric acid were added with stirring. The mixture was stirred for 2 hours and allowed to stand overnight. After subsequent phase separation the mixture was extracted with ether and washed with saturated common salt solution, and the solvent was distilled off. 9 g (91% theoretical) of compound (26) were obtained.

Workup

  1. stirringThe mixture was stirred for 2 hours
  2. customAfter subsequent phase separation the mixture
  3. extractionwas extracted with ether
  4. washwashed with saturated common salt solution
  5. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-26b85293edea4b8e960da87e95e9f714
Source dataset
uspto-grants-1998_09
Patent number
US05801201

Reaction notes

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