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Methanol → 1-Azabicyclo(2.2.2)octane-4-methanol

HRID 1641002
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HRID 1641002 반응식
Cl.[N:2]12[CH2:9][CH2:8][C:5]([C:10](O)=[O:11])([CH2:6][CH2:7]1)[CH2:4][CH2:3]2.CO>O1CCCC1>[N:2]12[CH2:9][CH2:8][C:5]([CH2:10][OH:11])([CH2:6][CH2:7]1)[CH2:4][CH2:3]2
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참가 물질

4

반응물 2

HCID 887MethanolHCID 667378251-Azabicyclo(2.2.2)octane-4-carboxylic acid hydrochloride

생성물 1

HCID 1413111-Azabicyclo(2.2.2)octane-4-methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred suspension of quinuclidine-4-carboxylic acid hydrochloride (100 mg, 0.523 mmol) in 3 mL of anhydrous tetrahydrofuran at 0° C. was added borane methylsulfide complex (42 mg, 0.553 mmol). The mixture was stirred at room temperature for 1 hr and heated to reflux overnight. The reaction was cooled to 0° C. and carefully treated with 1 mL of methanol. The solvent was then removed under reduced pressure to leave the desired alcohol. Yield 36 mg. MS (m/e): 141.

후처리

  1. additionwas added borane methylsulfide complex (42 mg, 0.553 mmol)
  2. temperatureheated
  3. temperatureto reflux overnight
  4. temperatureThe reaction was cooled to 0° C.
  5. customThe solvent was then removed under reduced pressure

출처 및 근거

ORD 기록
ord-caa33e356052463987ee09802fdb503f
출처 데이터셋
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08114891B2

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