1,4-Dioxaspiro[4.5]decan-8-one → 8-(4-Fluorophenyl)-1,4-dioxaspiro[4.5]decan-8-ol

HRID 273728Notes

Reaction equation

HRID 273728 reaction equation
[CH2:1]1[O:11][C:4]2([CH2:9][CH2:8][C:7](=[O:10])[CH2:6][CH2:5]2)[O:3][CH2:2]1.[F:12][C:13]1[CH:18]=[CH:17][C:16]([Mg]Br)=[CH:15][CH:14]=1>>[F:12][C:13]1[CH:18]=[CH:17][C:16]([C:7]2([OH:10])[CH2:6][CH2:5][C:4]3([O:3][CH2:2][CH2:1][O:11]3)[CH2:9][CH2:8]2)=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 5674151,4-Dioxaspiro[4.5]decan-8-oneHCID 178418676HCID 178418676, compound

Product 1

HCID 152326818-(4-Fluorophenyl)-1,4-dioxaspiro[4.5]decan-8-olYield 88.2%

Procedure

This compound was prepared from 1,4-cyclohexanedione monoethylene ketal (6.24 g, 40 mmole) and 4-fluorophenyl magnesium bromide (60 mmole) in a manner similar to example 3. The crude product was crystallized from hexane to give the product (8.9 g, 88%).

Workup

  1. customThe crude product was crystallized from hexane

Sources & evidence

ORD record
ord-6227bd0c00fd41a4946905d791dbd233
Source dataset
uspto-grants-1995_02
Patent number
US05387593

Reaction notes

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