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Epichlorohydrin → HCID 21428798, compound

HRID 437541
Notes
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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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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
  • concentrationAfter concentration
  • customby evaporation at reduced pressure
  • customthe mixture is dried at 40°
  • 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
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04031225

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes