Sodium borohydride → 5-(Hydroxymethyl)thiophene-2-carbonitrile

HRID 1596

반응식

HRID 1596 반응식
[C:1]([C:3]1[S:4][C:5]([CH:8]=[O:9])=[CH:6][CH:7]=1)#[N:2].[BH4-].[Na+]>CCO>[C:1]([C:3]1[S:4][C:5]([CH2:8][OH:9])=[CH:6][CH:7]=1)#[N:2]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 122800045-Formylthiophene-2-Carbonitrile

생성물 1

HCID 106068135-(Hydroxymethyl)thiophene-2-carbonitrile수율 88%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 2-cyano-5-formyl-thiophene (6.9 g, 50 mmol) in EtOH (100 mL) was added sodium borohydride (1.9 g, 50 mmol) in portions. After 5 min of stirring, the solvent was removed in vacuo and the residue was partitioned between ethyl acetate and brine. The layers were separated and the organic phase was washed once with 1M citric acid and once with brine, then dried (MgSO4), filtered and concentrated in vacuo to give 6.1 g (88%) of 2-cyano-5-(hydroxymethyl)thiophene.

후처리

  1. customthe solvent was removed in vacuo
  2. customthe residue was partitioned between ethyl acetate and brine
  3. customThe layers were separated
  4. washthe organic phase was washed once with 1M citric acid and once with brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-a1b67cc5004d4967b21c8097f4c0e66d
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05726159

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