Sodium hydride → 2-[1-(2,6-Difluorophenyl)-ethoxy]-6-fluorobenzonitrile

HRID 1364421노트

반응식

HRID 1364421 반응식
[H-].[Na+].[F:3][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]([F:13])[C:5]=1[CH:6]([OH:8])[CH3:7].[F:14][C:15]1[CH:22]=[CH:21][CH:20]=[C:19](F)[C:16]=1[C:17]#[N:18]>CN(C=O)C>[F:3][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]([F:13])[C:5]=1[CH:6]([O:8][C:19]1[CH:20]=[CH:21][CH:22]=[C:15]([F:14])[C:16]=1[C:17]#[N:18])[CH3:7]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 746952,6-DifluorobenzonitrileHCID 50120752,6-Difluoro-alpha-methylbenzyl alcohol

생성물 1

HCID 669243422-[1-(2,6-Difluorophenyl)-ethoxy]-6-fluorobenzonitrile수율 69.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

실험 절차

To a cold (ice water) suspension of sodium hydride (409 mg; 10 mmol) in anhydrous DMF (4 mL) is added a solution of 2,6-difluoro-alpha-methylbenzyl alcohol (1.63 g; 10 mmol) in anhydrous DMF (5 mL) over 10 minutes. After allowing to room temperature over 1 hour, this solution is added to a cold (ice water) stirred solution of 2,6-difluorobenzonitrile (1.53 g; 11 mmol) in anhydrous DMF (6 mL), and allowed to room temperature over 2.5 hours. The reaction mixture is poured into ice water with vigorous stirring and the resulting solid is filtered, washed with water, and dried under vacuum at 40° C. overnight to give 1.92 grams of 2-[1-(2,6-difluorophenyl)-ethoxy]-6-fluorobenzonitrile.

후처리

  1. waitallowed to room temperature over 2.5 hours
  2. filtrationthe resulting solid is filtered
  3. washwashed with water
  4. customdried under vacuum at 40° C. overnight

출처 및 근거

ORD 기록
ord-c2bdda50282f415fb52179717e624cec
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07888366B2

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