Benzene → HCID 41830, compound

HRID 372577Notes

Reaction equation

HRID 372577 reaction equation
[CH3:1][C:2]1([CH2:11][CH2:12][OH:13])[O:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[O:3]1.[CH:14]1[CH:19]=CC=CC=1.[NH:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1.C(Cl)C.Cl>O>[CH3:1][C:2]1([CH2:11][CH2:12][O:13][CH2:24][CH2:25][N:20]2[CH2:14][CH2:19][O:23][CH2:22][CH2:21]2)[O:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[O:6]1

Participants

6

Reactant 4

HCID 241BenzeneHCID 313Hydrochloric AcidHCID 2325912-(2-Methyl-2H-1,3-benzodioxol-2-yl)ethan-1-olHCID 67519409HCID 67519409, compound

Product 1

HCID 41830HCID 41830, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3.2 g. of 80% HaH 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 morpholine-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. additionof 80% HaH are added a little at a time
  2. temperaturewith cooling, to 10 g
  3. temperatureThe mixture is refluxed for one hour
  4. temperaturecooled
  5. temperaturethe mixture is refluxed for three hours
  6. extractionextracted with ether
  7. extractionagain extracted with ether
  8. customThe organic phase is separated
  9. dry with materialdried over Na2SO4
  10. customevaporated

Sources & evidence

ORD record
ord-90b01a2909124b8ea0fa67cc87054dae
Source dataset
uspto-grants-1978_05
Patent number
US04091222

Reaction notes

Loading…