Cyclobutanol → 4-Cyano-3-fluoro-5-cyclobutyloxyanisole

HRID 2228518Notes

Reaction equation

HRID 2228518 reaction equation
[C:1]([C:3]1[C:8]([F:9])=[CH:7][C:6]([O:10][CH3:11])=[CH:5][C:4]=1F)#[N:2].[CH:13]1([OH:17])[CH2:16][CH2:15][CH2:14]1>>[C:1]([C:3]1[C:4]([O:17][CH:13]2[CH2:16][CH2:15][CH2:14]2)=[CH:5][C:6]([O:10][CH3:11])=[CH:7][C:8]=1[F:9])#[N:2]

Participants

3

Reactant 2

HCID 76218CyclobutanolHCID 27787722,6-Difluoro-4-methoxybenzonitrile

Product 1

HCID 223354444-Cyano-3-fluoro-5-cyclobutyloxyanisoleYield 92%

Procedure

The subtitle compound was prepared from 4-cyano-3,5-difluoroanisole and cyclobutanol following the procedure described in Example 14(a). The crude product was purified on silica gel eluting with dichloromethane:hexane (60:40 v/v) to give the subtitle compound as a white solid (92%). Rf 0.26 (dichloromethane:hexane 1:2, v/v). MS m/z 239 (MNH4)+.

Workup

  1. customThe crude product was purified on silica gel eluting with dichloromethane:hexane (60:40 v/v)

Sources & evidence

ORD record
ord-847e0c537e50439c906ebae4c8afbe67
Source dataset
uspto-grants-2002_07
Patent number
US06417194B1

Reaction notes

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