Benzylamine → Tert-butyl-4-(benzylamino)-3-hydroxypiperidine-1-carboxylate

HRID 1852719노트

반응식

HRID 1852719 반응식
[CH:1]12[O:7][CH:6]1[CH2:5][CH2:4][N:3]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:2]2.[CH2:15]([NH2:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>O>[C:11]([O:10][C:8]([N:3]1[CH2:4][CH2:5][CH:6]([NH:22][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:1]([OH:7])[CH2:2]1)=[O:9])([CH3:14])([CH3:13])[CH3:12].[C:11]([O:10][C:8]([N:3]1[CH2:4][CH2:5][CH:6]([OH:7])[CH:1]([NH:22][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:2]1)=[O:9])([CH3:14])([CH3:13])[CH3:12]

참가 물질

5

반응물 2

HCID 7504BenzylamineHCID 21991116tert-Butyl 7-Oxa-3-azabicyclo(4.1.0)heptane-3-carboxylate

생성물 2

HCID 57452747Tert-butyl-4-(benzylamino)-3-hydroxypiperidine-1-carboxylateHCID 57452748Tert-butyl-3-(benzylamino)-4-hydroxypiperidine-1-carboxylate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of tert-butyl 7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylate (500 g, 2.5 mol) in H2O (5 L) was added BnNH2 (294 g, 2.75 mol) at room temperature. The mixture was heated to reflux overnight. The mixture was extracted with DCM (1 L), dried over sodium sulfate, and concentrated under reduced pressure to give tert-butyl-4-(benzylamino)-3-hydroxypiperidine-1-carboxylate and tert-butyl-3-(benzylamino)-4-hydroxypiperidine-1-carboxylate, which were used in the next step without further purification.

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux overnight
  3. extractionThe mixture was extracted with DCM (1 L)
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-24bef8497d8e4e91b17f11abccb915dc
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08962611B2

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