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Methanol → HCID 10893325, compound

HRID 2279685
Notes
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Reaction equation

HRID 2279685 reaction equation
[CH2:1]([CH:9]1[O:11][CH:10]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[CH3:23][OH:24]>>[OH:11][CH:9]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH:10]([O:24][CH3:23])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 887MethanolHCID 543923Methyl 9,10-epoxyoctadecanoate

Product 1

HCID 10893325HCID 10893325, compound

Procedure

The methyl 8-(3-octyloxiran-2-yl)octanoate (2) (4.8 g; 0.015 mol), Amberlyst 15 (0.05 g) and methanol in excess (100 mL) were placed under reflux for 12 hours. The reaction mixture was filtered and the methanol removed using a rotary evaporator. The reaction mixture was dissolved in dichloromethane (100 mL) and washed with water (3×50 mL). The dichloromethane solution was separated and evaporated to obtain the intermediate compound 3.

Workup

  1. temperatureunder reflux for 12 hours
  2. filtrationThe reaction mixture was filtered
  3. customthe methanol removed
  4. customa rotary evaporator
  5. dissolutionThe reaction mixture was dissolved in dichloromethane (100 mL)
wash
washed with water (3×50 mL)
  • customThe dichloromethane solution was separated
  • customevaporated
  • Sources & evidence

    ORD record
    ord-63b76da5d46d458780dd1683e0c6a92a
    Source dataset
    uspto-grants-2015_09
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US09133305B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes