Methanethiol → 4-[3-Fluoro-5-(methylthio)phenyl]tetrahydro-2H-pyran-4-carbonitrile

HRID 1418489노트

반응식

HRID 1418489 반응식
[CH3:1][SH:2].[H-].[Na+].[C:5]([C:7]1([C:13]2[CH:18]=[C:17]([F:19])[CH:16]=[C:15](F)[CH:14]=2)[CH2:12][CH2:11][O:10][CH2:9][CH2:8]1)#[N:6].O>CN(C=O)C>[C:5]([C:7]1([C:13]2[CH:18]=[C:17]([F:19])[CH:16]=[C:15]([S:2][CH3:1])[CH:14]=2)[CH2:12][CH2:11][O:10][CH2:9][CH2:8]1)#[N:6]

참가 물질

6

반응물 4

HCID 878MethanethiolHCID 962WaterHCID 24758Sodium hydrideHCID 111487844-(3,5-difluorophenyl)tetrahydro-2H-pyran-4-carbonitrile

생성물 1

HCID 112421714-[3-Fluoro-5-(methylthio)phenyl]tetrahydro-2H-pyran-4-carbonitrile

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

Methanethiol was bubbled into a stirred suspension of sodium hydride (65% w/w dispersion in mineral oil, 273 mg, 7.4 mmol) in DMF (10 ml) until a clear solution was obtained. 4-Cyano-4-(3,5-difluorophenyl)-3,4,5,6-tetrahydro-2H-pyran (1.65 g, 7.4 mmol) was added and the resulting mixture was heated at 100° C. for 22 h, cooled and poured into water (100 ml). The mixture was extracted with Et2O (100 ml) and extract washed with water (100 ml), brine (100 ml) and dried (MgSO4). Removal of solvent gave 1.87 g (quant.) of the titled compound as a tan oil.

후처리

  1. customwas obtained
  2. temperaturecooled
  3. extractionThe mixture was extracted with Et2O (100 ml)
  4. extractionextract
  5. washwashed with water (100 ml), brine (100 ml)
  6. dry with materialdried (MgSO4)
  7. customRemoval of solvent

출처 및 근거

ORD 기록
ord-5e866e0f59844a38945ccd36dc53d474
출처 데이터셋
uspto-grants-1999_03
특허 번호
US05883106

반응 노트

불러오는 중…