Benzaldehyde → 4-(1-Benzyl-piperidin-4-yloxy)-benzonitrile

HRID 459926

반응식

HRID 459926 반응식
Cl.[NH:2]1[CH2:7][CH2:6][CH:5]([O:8][C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=2)[CH2:4][CH2:3]1.[CH:17](=O)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C(Cl)Cl>[CH2:17]([N:2]1[CH2:3][CH2:4][CH:5]([O:8][C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[CH:11][CH:10]=2)[CH2:6][CH2:7]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

참가 물질

5

반응물 3

HCID 240BenzaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 178322734-(Piperidin-4-yloxy)benzonitrile hydrochloride

생성물 1

HCID 112663284-(1-Benzyl-piperidin-4-yloxy)-benzonitrile수율 95%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Combine 4-(piperidin-4-yloxy)-benzonitrile hydrochloride (64 mg, 0.268 mmol), benzaldehyde (55 μL, 0.536 mmol) and sodium triacetoxy borohydride (85 mg, 0.402 mmol) in CH2Cl2 (3 mL). Stir at room temperature overnight. Dilute the reaction mixture with CH2Cl2 (3 mL) and wash with NaOH (1M aq. 5 mL). Separate the organic layer and place it in an SCX column, eluting with ammonia (2.0M in methanol) to provide the title compound (74 mg, 95%).

후처리

  1. washwash with NaOH (1M aq. 5 mL)
  2. customSeparate the organic layer and place it in an SCX column
  3. washeluting with ammonia (2.0M in methanol)

출처 및 근거

ORD 기록
ord-3a0e7436286b4c1089f4e4737f0fef18
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07196100B2

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