8-(Benzo[d][1,3]dioxol-5-yl)-1,4-dioxaspiro[4.5]decan-8-ol → 4-Benzo[1,3]dioxol-5-yl-4-hydroxycyclohexanone

HRID 1858936Notes

Reaction equation

HRID 1858936 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3([OH:20])[CH2:19][CH2:18][C:13]4(OCC[O:14]4)[CH2:12][CH2:11]3)=[CH:9][C:4]=2[O:3][CH2:2]1>CC(C)=O.Cl>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3([OH:20])[CH2:11][CH2:12][C:13](=[O:14])[CH2:18][CH2:19]3)=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

4

Reactant 1

HCID 109128408-(Benzo[d][1,3]dioxol-5-yl)-1,4-dioxaspiro[4.5]decan-8-ol

Product 1

HCID 151996894-Benzo[1,3]dioxol-5-yl-4-hydroxycyclohexanone

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 313Hydrochloric AcidSolvent

Procedure

A solution of 8-(1,3-benzodioxol-5-yl)-1,4-dioxaspiro-[4.5]decan-8-ol (5.0 g, 1.8 mmole) in acetone (75 ml) and concentrated HCl (1 ml) was stirred for 2 hr. The insoluble product was collected and dried (96%, mp: 162-164° C.). Calc'd for C13H14O4 : C, 66.66%; H, 6.03%. Found: C, 65.69%; H, 5.95%.

Workup

  1. customThe insoluble product was collected
  2. customdried (96%, mp: 162-164° C.)

Sources & evidence

ORD record
ord-722dd60919a949d9b4878e099b60205e
Source dataset
uspto-grants-2000_11
Patent number
US06153611

Reaction notes

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