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1-Propanol → HCID 13117144, compound

HRID 978615
Notes
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Reaction equation

HRID 978615 reaction equation
[CH2:1]([CH:6]1[C:10](O)([CH3:11])[CH:9]=[CH:8][C:7]1=[O:13])[CH2:2][CH2:3][CH2:4][CH3:5].C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH2:25]([OH:28])[CH2:26][CH3:27]>>[CH2:1]([C:6]1[C:7](=[O:13])[CH2:8][CH:9]([O:28][CH2:25][CH2:26][CH3:27])[C:10]=1[CH3:11])[CH2:2][CH2:3][CH2:4][CH3:5]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 10311-PropanolHCID 6101p-Toluenesulfonic acidHCID 13137234HCID 13137234, compound

Product 1

HCID 13117144HCID 13117144, compound

Procedure

Into the same flask as used in Example 1, 2-n-pentyl-3-hydroxy-3-methyl-4-cyclopentenone (0.1 mol; 1 part), n-propanol (5 parts) and p-toluenesulfonic acid (1/20 part) were charged, and the mixture was stirred at a temperature of 40° to 70° C. for 5 hours. After completion of the reaction, the mixture was treated in the same manner as in Example 25 to obtain 2-n-pentyl-3-methyl-4-n-propoxy-2-cyclopentenone. Yield, 96%. nD19 1.4792.

Workup

  1. additionwere charged
  2. custom
After completion of the reaction
  • additionthe mixture was treated in the same manner as in Example 25
  • Sources & evidence

    ORD record
    ord-0bbb271049044623b64f2cf3f7513a11
    Source dataset
    uspto-grants-1987_05
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04665174

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes