8-Phenoxy-1,4-dioxaspiro[4.5]decane → 4-Phenoxycyclohexanone

HRID 1016019Notes

Reaction equation

HRID 1016019 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>C1COCC1>[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

3

Reactant 1

HCID 189804238-Phenoxy-1,4-dioxaspiro[4.5]decane

Product 1

HCID 224671324-Phenoxycyclohexanone

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 8-phenoxy-1,4-dioxaspiro[4.5]decane (1.05 g, 4.48 mmol) in 20 mL of THF 3N HCl (1:1) was stirred overnight at room temperature. The aqueous was extracted with EtOAc (3×). The combined organic layers were dried (MgSO4), and concentrated to give 4-phenoxycyclohexanone as an oil. MS (EI) calcd: M+H=191.1; found: 191.0.

Workup

  1. extractionThe aqueous was extracted with EtOAc (3×)
  2. dry with materialThe combined organic layers were dried (MgSO4)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-a1245852ee6f41679f51d2216b747386
Source dataset
uspto-grants-2011_07
Patent number
US07985730B2

Reaction notes

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