Epichlorohydrin → HCID 20496759, compound

HRID 1074457Notes

Reaction equation

HRID 1074457 reaction equation
[OH:1][C:2]1[CH:17]=[CH:16][C:5]2[CH2:6][CH:7]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[CH2:8][O:9][C:4]=2[CH:3]=1.N1CCCCC1.Cl[CH2:25][CH:26]1[O:28][CH2:27]1>>[O:28]1[CH:26]([CH2:25][O:1][C:2]2[CH:17]=[CH:16][C:5]3[CH2:6][CH:7]([C:10]4[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=4)[CH2:8][O:9][C:4]=3[CH:3]=2)[CH2:27]1

Participants

4

Reactant 3

HCID 7835EpichlorohydrinHCID 8082PiperidineHCID 204967613-Phenylchroman-7-ol

Product 1

HCID 20496759HCID 20496759, compound

Procedure

17 g 7-hydroxy-3-phenyl-3,4-dihydro-2H-1-benzopyrane, 0.1 cm3 piperidine and 100 cm3 1-chloro-2,3-epoxypropane were stirred for 6 hours at a temperature of 90° C. The solution was evaporated under reduced pressure, the residue was dissolved in 150 cm3 benzene and the obtained solution was extracted twice with 25--25 cm3 saturated sodium carbonate solution. The benzene phase was separated from the precipitated resin, clarificated with charcoal, filtered and evaporated. Crystallizing the residue from methanol, 15 g pure crystalline 1,2-epoxy-3-(3-phenyl-3,4-dihydro-2H-1-benzopyrane-7-yloxy)-propane was obtained (m.p. 117°-119° C.).

Workup

  1. customThe solution was evaporated under reduced pressure
  2. dissolutionthe residue was dissolved in 150 cm3 benzene
  3. extractionthe obtained solution was extracted twice with 25--25 cm3 saturated sodium carbonate solution
  4. customThe benzene phase was separated from the precipitated resin
  5. filtrationfiltered
  6. customevaporated
  7. customCrystallizing the residue from methanol

Sources & evidence

ORD record
ord-e2d1ffefd2ad4a80a2193f334e7eb777
Source dataset
uspto-grants-1983_07
Patent number
US04391821

Reaction notes

Loading…