HCID 13587575, compound → HCID 20251456, compound

HRID 1285015Notes

Reaction equation

HRID 1285015 reaction equation
[CH2:1]([N:5]1[C:10]([CH3:11])=[CH:9][C:8]([CH3:13])([CH3:12])[N:7]([CH3:14])[CH2:6]1)[CH2:2][CH2:3][CH3:4]>C(O)C>[CH2:1]([N:5]1[CH:10]([CH3:11])[CH2:9][C:8]([CH3:12])([CH3:13])[N:7]([CH3:14])[CH2:6]1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 13587575HCID 13587575, compound

Product 1

HCID 20251456HCID 20251456, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of 40 grams of 1-butyl 3,4,4,6-tetramethyl 1,2,3,4-tetrahydropyrimidine prepared as described in example 7, and 177 grams of absolute ethanol was added over a 1/2 hour period 4.7 grams of sodium hydridoborate. The reaction mixture was stirred for 18 hours and the ethanol evaporated under diminished pressure. To the resulting product was added water and stirring was continued for 24 hours. The organic layer was separated, dissolved in ether, and the ethereal solution washed with diminished pressure to yield 38.5 grams of 1-butyl 3,4,4,6-tetramethyl hexahydropyrimidine. C13 n.m.r., solvent CDCl3 ; ref. T.M.S.; ##STR13## 71.2(2); 52.4(4); 46.4(5); 52.1(6); 29.7(7); 20.4(8); 15.3(9); 34.7(10); 49.6(11); 29.5(12); 20.9(13); 14.0(14).

Workup

  1. customprepared
  2. customthe ethanol evaporated under diminished pressure
  3. additionTo the resulting product was added water
  4. stirringstirring
  5. waitwas continued for 24 hours
  6. customThe organic layer was separated
  7. dissolutiondissolved in ether
  8. washthe ethereal solution washed with diminished pressure

Sources & evidence

ORD record
ord-d83df170e8bb4e4c88ebcb2917768e75
Source dataset
uspto-grants-1986_01
Patent number
US04564707

Reaction notes

Loading…