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

HRID 1010982노트

반응식

HRID 1010982 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
50 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-542488229d6947f593ff7a4b25fde9ec
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07977344B2

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