Epichlorohydrin → HCID 12899440, compound

HRID 1979763Notes

Reaction equation

HRID 1979763 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:13])=[C:6]2[C:11]=1[NH:10][C:9](=[O:12])[CH2:8][CH2:7]2.C(=O)([O-])[O-].[K+].[K+].[CH2:20]([CH:22]1[O:24][CH2:23]1)Cl.[OH-].[Na+]>C(O)(C)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:13][CH2:20][CH:22]2[O:24][CH2:23]2)=[C:6]2[C:11]=1[NH:10][C:9](=[O:12])[CH2:8][CH2:7]2

Participants

6

Reactant 4

HCID 7835EpichlorohydrinHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 12899415HCID 12899415, compound

Product 1

HCID 12899440HCID 12899440, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

20.0 Grams of 8-bromo-5-hydroxy-3,4-dihydrocarbostyril and 18 g of potassium carbonate were dispersed in 160 ml of isopropanol, then 40 ml of epichlorohydrin was added thereinto and reacted at 80° C. for 6 hours. The reaction mixture was concentrated under a reduced pressure and to the residue thus obtained was added 100 ml of 2N-sodium hydroxide and stirred well. The insoluble matters formed were obtained by filtration and washed with water and dried to obtain crude crystals. Recrystallization of the crude crystal from methanol to obtain 18.5 g of 8-bromo-5-(2,3-epoxypropoxy)-3,4-dihydrocarbostyril as in the form of colorless needle-like crystals. Melting point: 220°-220° C.

Workup

  1. customreacted at 80° C. for 6 hours
  2. concentrationThe reaction mixture was concentrated under a reduced pressure and to the residue
  3. customthus obtained
  4. customThe insoluble matters formed
  5. customwere obtained by filtration
  6. washwashed with water
  7. customdried
  8. customto obtain crude crystals
  9. customRecrystallization of the crude crystal from methanol

Sources & evidence

ORD record
ord-7f68d63a85dd4776989d5324d086d316
Source dataset
uspto-grants-1984_11
Patent number
US04482560

Reaction notes

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