Sodium borohydride → HCID 12508669, compound

HRID 1633330Notes

Reaction equation

HRID 1633330 reaction equation
[CH3:1][C:2]12[CH:14]([CH2:15][CH3:16])[N:6]([CH:7]([CH2:12][CH3:13])[NH:8][CH:9]1[CH2:10][CH3:11])[CH:5]([CH2:17][CH3:18])[N:4]=[CH:3]2.[BH4-].[Na+]>[OH-].[Na+].C(O)C>[CH2:3]([C:2]1([CH3:1])[CH:9]([CH2:10][CH3:11])[NH:8][CH:7]([CH2:12][CH3:13])[NH:6][CH:14]1[CH2:15][CH3:16])[NH:4][CH2:5][CH2:17][CH3:18]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 12508656HCID 12508656, compound

Product 1

HCID 12508669HCID 12508669, compoundYield 90.3%

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideCatalystHCID 702EthanolSolvent

Procedure

To a mixture of 70 grams of 5-methyl-2,6,8,9-tetraethyl-1,3,7-triazabicyclo (3,3,1) non-3-ene, 0.5 grams of sodium hydroxide, and 190 grams of ethanol was added, with stirring, over a 1/2 hour period 9 grams of sodium borohydride. The mixture was stirred for 20 hours at ambient temperature. The ethanol was removed under diminished pressure and the resulting product was added to water and extracted with ether. The ethereal solution, after drying over anh. MgSO4, was evaporated under diminished pressure to yield 64.2 grams of 5-(2-azapentyl)-5-methyl-2,4,6-triethylhexahydropyrimidine, b.p. 138°-150° C./20 torr.

Workup

  1. additionwas added
  2. customThe ethanol was removed under diminished pressure
  3. additionthe resulting product was added to water
  4. extractionextracted with ether
  5. dry with materialThe ethereal solution, after drying over anh. MgSO4
  6. customwas evaporated under diminished pressure

Sources & evidence

ORD record
ord-5641177489ca4d79bf9681b34f631b0a
Source dataset
uspto-grants-1984_10
Patent number
US04480095

Reaction notes

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