Triphenylphosphine → 2-Aminocycloheptan-1-ol

HRID 1848019노트

반응식

HRID 1848019 반응식
[N:1]([CH:4]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH:5]1[OH:11])=[N+]=[N-].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C1COCC1.O>[NH2:1][CH:4]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH:5]1[OH:11]

참가 물질

5

반응물 2

HCID 11776TriphenylphosphineHCID 145662602-Azidocycloheptan-1-ol

생성물 1

HCID 128869132-Aminocycloheptan-1-ol수율 66.4%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred mixture of (±)-2-azidocycloheptanol (190 mg, 1.2 mmol) in THF (1 mL) and H2O (100 μL) was added PPh3 (321 mg, 1.2 mmol). The mixture was stirred at rt for 15 h, then concentrated under reduced pressure. The residue was purified via silica gel flash chromatography eluting with 100:15:1, CH2Cl2:MeOH:TEA to afford (±)-2-aminocycloheptanol (103 mg, 50%) as a white solid. LCMS (ELSD) (ESI) m/z 130 (M+H)+.

후처리

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was purified via silica gel flash chromatography
  3. washeluting with 100:15:1, CH2Cl2

출처 및 근거

ORD 기록
ord-6ad0c534dc124358877ec05837199d7a
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08952058B2

반응 노트

불러오는 중…