1,4-Dioxaspiro[4.5]decan-8-one → 8-(3,4-Difluorophenyl)-1,4-dioxaspiro[4.5]decan-8-ol

HRID 274896

Reaction equation

HRID 274896 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:14]=[C:15]([Mg]Br)[CH:16]=[CH:17][C:18]=1[F:19]>>[F:12][C:13]1[CH:14]=[C:15]([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:16]=[CH:17][C:18]=1[F:19]

Participants

3

Reactant 2

HCID 5674151,4-Dioxaspiro[4.5]decan-8-oneHCID 178505835HCID 178505835, compound

Product 1

HCID 221221048-(3,4-Difluorophenyl)-1,4-dioxaspiro[4.5]decan-8-olYield 42%

Procedure

This compound was prepared from 1,4-cyclohexanedione monoethylene ketal (15.6 g, 100 mmole) and 3,4-difluorophenyl magnesium bromide (100 mmole) in the usual manner. The crude product was crystallized from isopropyl ether to give the product (42%, mp: 118°-120° C.).

Workup

  1. customThe crude product was crystallized from isopropyl ether

Sources & evidence

ORD record
ord-4f7081b16600494da2768c7c3173e73b
Source dataset
uspto-grants-1995_02
Patent number
US05391570

Linked notes

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