Morpholine → HCID 19007250, compound

HRID 1742636Notes

Reaction equation

HRID 1742636 reaction equation
[Cl:1][C:2]1[CH:13]=[CH:12][C:5]([CH2:6][Si:7]([CH2:10]Cl)([CH3:9])[CH3:8])=[CH:4][CH:3]=1.[NH:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1>C1(C)C=CC=CC=1>[ClH:1].[Cl:1][C:2]1[CH:13]=[CH:12][C:5]([CH2:6][Si:7]([CH2:10][N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)([CH3:9])[CH3:8])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 19007276HCID 19007276, compound

Product 1

HCID 19007250HCID 19007250, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution containing 11.15 g of (4-chlorobenzyl)chloromethyl-dimethylsilane and 10.9 g of morpholine in 40 ml of toluene is refluxed for 9 hours, then cooled down and washed 5 times with a total of 250 ml of water. The organic phase is dried over anhydrous magnesium sulfate, filtered and evaporated to solvent-free. The pale yellow oily residue is dissolved in 40 ml of acetone and acidified to pH 4.5 by adding ethereal hydrogen chloride solution. The named product is obtained as a crystalline precipitate in a yield of 12.1 g (76%), m.p.: 208°-210° C.

Workup

  1. temperatureis refluxed for 9 hours
  2. temperaturecooled down
  3. washwashed 5 times with a total of 250 ml of water
  4. dry with materialThe organic phase is dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customevaporated to solvent-free
  7. dissolutionThe pale yellow oily residue is dissolved in 40 ml of acetone
  8. additionby adding ethereal hydrogen chloride solution
  9. customThe named product is obtained as a crystalline precipitate in a yield of 12.1 g (76%), m.p.: 208°-210° C.

Sources & evidence

ORD record
ord-4460851ed60845f6921d8eb42b955209
Source dataset
uspto-grants-1994_08
Patent number
US05340823

Reaction notes

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