Sodium borohydride → 2-(Oxan-2-yl)ethan-1-ol

HRID 1010982ノート

反応式

HRID 1010982 の反応式
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][CH:8]=[O:9].[BH4-].[Na+]>C(O)C>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][CH2:8][OH:9]

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 537991492-(Oxan-2-yl)acetaldehyde

生成物 1

HCID 139481282-(Oxan-2-yl)ethan-1-ol収率 86.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
50 °C

実験手順

To a stirred solution of tetrahydro-2H-pyran-2-ylacetaldehyde (528 mg) in ethanol (5 mL) was added sodium borohydride granules (156 mg). The mixture was heated at 50° C. for 2 h under nitrogen. After cooling, the solvent was evaporated and the residue treated with brine. The mixture was acidified by careful addition of 2N HCl and this mixture was extracted with DCM (×3). The combined organics were washed with brine, dried using a hydrophobic frit and evaporated to give the title compound as a clear oil (465 mg).

後処理

  1. temperatureAfter cooling
  2. customthe solvent was evaporated
  3. additionthe residue treated with brine
  4. additionThe mixture was acidified by careful addition of 2N HCl
  5. extractionthis mixture was extracted with DCM (×3)
  6. washThe combined organics were washed with brine
  7. customdried
  8. customevaporated

出典と根拠

ORDレコード
ord-542488229d6947f593ff7a4b25fde9ec
出典データセット
uspto-grants-2011_07
特許番号
US07977344B2

反応ノート

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