Ammonium Chloride → 5-(Hydroxymethyl)furan-2-carbonitrile

HRID 1585890

반응식

HRID 1585890 반응식
C[O:2][C:3]([C:5]1[O:6][C:7]([C:10]#[N:11])=[CH:8][CH:9]=1)=O.[BH4-].[Na+].[NH4+].[Cl-]>C(O)C>[OH:2][CH2:3][C:5]1[O:6][C:7]([C:10]#[N:11])=[CH:8][CH:9]=1

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 13011707Methyl 5-cyanofuran-2-carboxylate

생성물 1

HCID 30214065-(Hydroxymethyl)furan-2-carbonitrile

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of the ester from step 1 (0.098 g, 0.652 mmol), in ethanol (2.5 ml) at 0° C. was treated with sodium borohydride (0.11 g, 2.936 mmol) and the reaction was stirred for 2 hrs. Saturated NH4Cl solution (1 ml) was added and the aqueous extracted with diethylether. The combined extracts were dried (MgSO4) and evaporated in vacuo. The residue was chromatographed (silica gel, diethylether) to afford the title compound.

후처리

  1. extractionthe aqueous extracted with diethylether
  2. dry with materialThe combined extracts were dried (MgSO4)
  3. customevaporated in vacuo
  4. customThe residue was chromatographed (silica gel, diethylether)

출처 및 근거

ORD 기록
ord-92585bef1193432a95ed990f1dd1fe62
출처 데이터셋
uspto-grants-1999_08
특허 번호
US05939439

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