Water → (R)-(1-methylpiperidin-3-yl)methanol

HRID 1838547

반응식

HRID 1838547 반응식
[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][C@@H:4]([C:8](OCC)=[O:9])[CH2:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>CCOCC.C1COCC1>[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][C@@H:4]([CH2:8][OH:9])[CH2:3]1

참가 물질

7

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 736036ethyl (3R)-1-methylpiperidine-3-carboxylateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 920113(R)-(1-methylpiperidin-3-yl)methanol수율 94.3%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매2회HCID 8028Tetrahydrofuran용매

반응 조건

온도
20 °C

실험 절차

A solution of (R)-ethyl 1-methylpiperidine-3-carboxylate (5.69 g, 33 mmol) in ether (20 ml) was added dropwise to a stirred solution of lithium aluminium hydride (36.6 ml of a 1M solution in THF, 36.6 mmol) in ether (85 ml) cooled to maintain a reaction temperature of 20° C. The mixture was stirred for 1.5 hours at ambient temperature and then water (1.4 ml), 15% aqueous sodium hydroxide solution (1.4 ml) and then water (4.3 ml) were added. The insolubles were removed by filtration and the volatiles removed from the filtrate by evaporation to give (R)-(1-methylpiperidin-3-yl)methanol (4.02 g, 94%) as a colorless oil.

후처리

  1. temperaturecooled
  2. customThe insolubles were removed by filtration
  3. customthe volatiles removed from the filtrate by evaporation

출처 및 근거

ORD 기록
ord-9826ab7524ff42069f3a17275785d56a
출처 데이터셋
uspto-grants-2004_01
특허 번호
US06673803B2

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