Epichlorohydrin → HCID 21428798, compound

HRID 437541Notes

Reaction equation

HRID 437541 reaction equation
[OH:1][C:2]1[C:8]2[S:9][CH:10]=[CH:11][C:7]=2[C:6](=[O:12])[C:5]2[CH:13]=[CH:14][CH:15]=[CH:16][C:4]=2[CH:3]=1.N1CCCCC1.[CH2:23]([CH:25]1[O:27][CH2:26]1)[Cl:24]>>[Cl:24][CH2:23][CH:25]([OH:27])[CH2:26][O:1][C:2]1[C:8]2[S:9][CH:10]=[CH:11][C:7]=2[C:6](=[O:12])[C:5]2[CH:13]=[CH:14][CH:15]=[CH:16][C:4]=2[CH:3]=1

Participants

4

Reactant 3

HCID 7835EpichlorohydrinHCID 8082PiperidineHCID 178514948HCID 178514948, compound

Product 1

HCID 21428798HCID 21428798, compound

Procedure

A mixture of 15.0 g of 10-hydroxy-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-one, 150 ml of epichlorohydrin and 0.7 ml of piperidine is heated to the boil for 30 minutes. After concentration by evaporation at reduced pressure, the mixture is dried at 40°, whereupon a mixture of 10-(2,3-epoxypropoxy)-4H-benzo[4,5]-cyclohepta[1,2-b]thiophen-4-one and 10-(3-chloro-2-hydroxypropoxy)-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-one is obtained, which is used further as such.

Workup

  1. temperatureis heated to the boil for 30 minutes
  2. concentrationAfter concentration
  3. customby evaporation at reduced pressure
  4. customthe mixture is dried at 40°
  5. additionwhereupon a mixture of 10-(2,3-epoxypropoxy)-4H-benzo[4,5]-cyclohepta[1,2-b]thiophen-4-one

Sources & evidence

ORD record
ord-aecb95d6664f42c9b7b19cf5bc81d48d
Source dataset
uspto-grants-1977_06
Patent number
US04031225

Reaction notes

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