Water → 2-(1-Adamantyl)propanol

HRID 1925513

반응식

HRID 1925513 반응식
[C:1]12([CH2:11][CH2:12][C:13](OC)=[O:14])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[C:1]12([CH2:11][CH2:12][CH2:13][OH:14])[CH2:8][CH:7]3[CH2:6][CH:5]([CH2:4][CH:3]([CH2:9]3)[CH2:2]1)[CH2:10]2

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 10889502Methyl 3-(1-adamantyl)propanoateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 642862-(1-Adamantyl)propanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of Intermediate 47 (3.89 g, 17.49 mmol) in anhydrous tetrahydrofuran (5 mL) was slowly added under argon at 0° C. to a solution of lithium aluminium hydride (0.74 g, 19.5 mmol) in tetrahydrofuran (22 mL). The resulting mixture was stirred at room temperature for 5 hours. Then water (20 mL), sodium hydroxide 4N (20 mL) and finally water again (40 mL) were added into the solution at 0° C. The mixture was stirred for some minutes and the resulting salts were filtered through a pad of Celite®. The solvent was removed under reduced pressure and the title compound was obtained as a colourless solid (3.3 g, 97%) and used in the next step without further purification.

후처리

  1. stirringThe mixture was stirred for some minutes
  2. filtrationthe resulting salts were filtered through a pad of Celite®
  3. customThe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-0d2dcdfd8c374b489aa885b74a978053
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178679B2

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