Sodium borohydride → (6-Fluoro-3-pentylchroman-7-yl)methanol

HRID 2420647ノート

反応式

HRID 2420647 の反応式
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[CH:12]=[O:13])[O:8][CH2:7][CH:6]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:5]2.[BH4-].[Na+]>C(O)C.O>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[CH2:12][OH:13])[O:8][CH2:7][CH:6]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:5]2

参加物

5

反応物 2

HCID 4311764Sodium borohydrideHCID 592883516-Fluoro-3-pentylchroman-7-carbaldehyde

生成物 1

HCID 59288346(6-Fluoro-3-pentylchroman-7-yl)methanol

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

11.1 g (44.3 mmol) of 6-fluoro-3-pentylchroman-7-carbaldehyde are dissolved in 100 ml of ethanol, and 2.0 g (52.8 mmol) of sodium borohydride are added in portions. After 3 h, the batch is diluted with water and extracted three times with MTB ether. The combined org. phases are washed with sat. sodium chloride soln. and dried over sodium sulfate, the solvent is removed in vacuo, and the residue is filtered through silica gel with dichloromethane (Rf=0.3), giving (6-fluoro-3-pentylchroman-7-yl)methanol as a colourless solid.

後処理

  1. extractionextracted three times with MTB ether
  2. washphases are washed with sat. sodium chloride soln
  3. dry with materialand dried over sodium sulfate
  4. customthe solvent is removed in vacuo
  5. filtrationthe residue is filtered through silica gel with dichloromethane (Rf=0.3)

出典と根拠

ORDレコード
ord-576e7ebc033046578a1287017d8be0aa
出典データセット
uspto-grants-2011_06
特許番号
US07955664B2

反応ノート

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