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

HRID 1418489ノート

反応式

HRID 1418489 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5e866e0f59844a38945ccd36dc53d474
出典データセット
uspto-grants-1999_03
特許番号
US05883106

反応ノート

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