Hydrochloric Acid → 4-Hydroxy-1-methoxypiperidine-4-carbonitrile

HRID 2035298노트

반응식

HRID 2035298 반응식
[CH3:1][O:2][N:3]1[CH2:8][CH2:7][C:6]([O:11][Si](C)(C)C)([C:9]#[N:10])[CH2:5][CH2:4]1.Cl.S([O-])(O)(=O)=O.[Na+]>O>[OH:11][C:6]1([C:9]#[N:10])[CH2:5][CH2:4][N:3]([O:2][CH3:1])[CH2:8][CH2:7]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 516919Sodium BisulfateHCID 667940431-Methoxy-4-trimethylsilanyloxy-piperidine-4-carbonitrile

생성물 1

HCID 595847464-Hydroxy-1-methoxypiperidine-4-carbonitrile

시약·촉매·용매 1

HCID 962Water용매

실험 절차

1-Methoxy-4-trimethylsilanyloxy-piperidine-4-carbonitrile (1.0 g, 4.4 mmol) was slowly added to aqueous HCl (3N) at 15° C. The mixture was stirred for two hours at room temperature and then poured into cold (0° C.) water. Sodium hydrogen sulfate (saturated aqueous solution) was slowly added to adjust the pH to 7. The aqueous layer was carefully extracted with ethyl acetate three times. All organic layers were combined, dried over magnesium sulfate and concentrated. The crude product (ca 94% pure) was used directly for the next step without further purification. Yield: 500 mg of 4-hydroxy-1-methoxy-piperidine-4-carbonitrile (compound P4.2) as light yellow solid.

후처리

  1. extractionThe aqueous layer was carefully extracted with ethyl acetate three times
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe crude product (ca 94% pure) was used directly for the next step without further purification

출처 및 근거

ORD 기록
ord-04a7f95571e44b189f82c934de6ce355
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08574607B2

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