Hydrochloric Acid → HCID 41830, compound

HRID 918260Notes

Reaction equation

HRID 918260 reaction equation
[H-].[Na+].[CH3:3][C:4]1([CH2:13][CH2:14][OH:15])[O:8][C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[O:5]1.[O:16]1[CH2:21][CH2:20][N:19]([CH2:22][CH2:23]Cl)[CH2:18][CH2:17]1.Cl>O.C1C=CC=CC=1>[CH3:3][C:4]1([CH2:13][CH2:14][O:15][CH2:23][CH2:22][N:19]2[CH2:20][CH2:21][O:16][CH2:17][CH2:18]2)[O:5][C:6]2[CH:12]=[CH:11][CH:10]=[CH:9][C:7]=2[O:8]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 767274-(2-Chloroethyl)morpholineHCID 2325912-(2-Methyl-2H-1,3-benzodioxol-2-yl)ethan-1-ol

Product 1

HCID 41830HCID 41830, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 962WaterSolvent

Procedure

3.2 g. of 80% NaH are added a little at a time, with cooling, to 10 g. of 2-methyl-2-(β-hydroxyethyl)-1,3-benzodioxole dissolved in 180 cc. of anhydrous benzene. The mixture is refluxed for one hour and cooled. 15 g. of morpholino-ethyl chloride are added drop by drop, and the mixture is refluxed for three hours. The solvent is eliminated under vacuum, and the residue is dissolved in water, acidified with dilute HCl and extracted with ether. The aqueous phase is made alkaline, and again extracted with ether. The organic phase is separated, dried over Na2SO4, and evaporated.

Workup

  1. temperaturewith cooling, to 10 g
  2. temperatureThe mixture is refluxed for one hour
  3. temperaturecooled
  4. temperaturethe mixture is refluxed for three hours
  5. extractionextracted with ether
  6. extractionagain extracted with ether
  7. customThe organic phase is separated
  8. dry with materialdried over Na2SO4
  9. customevaporated

Sources & evidence

ORD record
ord-a9cf8dab248e43b2a3a2bcd740b058b1
Source dataset
uspto-grants-1976_07
Patent number
US03970672

Reaction notes

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