1-Azatricyclo(3.3.1.1,3,7)decan-4-one → HCID 14387348, compound

HRID 2396740Notes

Reaction equation

HRID 2396740 reaction equation
[BH4-].[Na+].[N:3]12[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][CH:5]([C:6]3=[O:13])[CH2:4]1)[CH2:10]2>CO.[Cl-].[Na+].O>[N:3]12[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][CH:5]([CH:6]3[OH:13])[CH2:4]1)[CH2:10]2

Participants

5

Reactant 2

HCID 1426421-Azatricyclo(3.3.1.1,3,7)decan-4-oneHCID 4311764Sodium borohydride2×

Product 1

HCID 14387348HCID 14387348, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 57417360Sodium chloride; waterSolvent

Procedure

Sodium borohydride (0.7 g) is added to 20 ml of ice-chilled MeOH. Then 1.88 g (0.012 mole) of 1-azatricyclo[3.3.1.13,7 ]decane-4-one, in 20 ml MeOH, is added dropwise over 5 minutes. A further 0.8 g NaBH4 (total 1.5 g, 0.04 mole) is added portionwise over 5 minutes. The reaction is stirred in ice one-half hour more, and then 1 hour at room temperature. The reaction is diluted with 20 ml brine, and extracted into ether. The ether is dried over MgSO4 and stripped to dryness, to give 1 -azatricyclo-[3.3.1.13,7 ]decane-4-ol.

Workup

  1. custom1 hour
  2. customat room temperature
  3. extractionextracted into ether
  4. dry with materialThe ether is dried over MgSO4

Sources & evidence

ORD record
ord-e9952d86898a404cbfbc0595c632183e
Source dataset
uspto-grants-1996_02
Patent number
US05494918

Reaction notes

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