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Ethyl 4-(4-Acetyl-4-ethoxycarbonyl-8-acetoxy-8-methyltridecyl)benzoate → 4-(4-Acetyl-8-hydroxy-8-methyltridecyl)benzoic Acid

HRID 26597
Notes
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Reaction equation

HRID 26597 reaction equation
[C:1]([C:4](C(OCC)=O)([CH2:19][CH2:20][CH2:21][C:22]([O:29]C(=O)C)([CH3:28])[CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH2:5][CH2:6][CH2:7][C:8]1[CH:18]=[CH:17][C:11]([C:12]([O:14]CC)=[O:13])=[CH:10][CH:9]=1)(=[O:3])[CH3:2].C(C(C(OCC)=O)(CC=CC(OC(=O)C)CCCCC)CCCC1C=CC(C(OCC)=O)=CC=1)(=O)C>>[C:1]([CH:4]([CH2:19][CH2:20][CH2:21][C:22]([OH:29])([CH3:28])[CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH2:5][CH2:6][CH2:7][C:8]1[CH:9]=[CH:10][C:11]([C:12]([OH:14])=[O:13])=[CH:17][CH:18]=1)(=[O:3])[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 20386141Ethyl 4-(4-Acetyl-4-ethoxycarbonyl-8-acetoxy-8-methyltridecyl)benzoateHCID 53719411HCID 53719411, compound

Product 1

HCID 203861054-(4-Acetyl-8-hydroxy-8-methyltridecyl)benzoic Acid

Procedure

This compound is prepared by the method described in Example 3, Step C, except that an equivalent quantity of the product of Step B of the present example replaces ethyl 4-(4-acetyl-4-ethoxycarbonyl-8-acetoxytridec-6-en-1-yl)benzoate. The title compound is purified by column chromatography on silica gel with 4% methanol in chloroform as eluant and is obtained as a nearly colorless, viscous oil.

Workup

  1. customThis compound is prepared by the method
  2. custom
The title compound is purified by column chromatography on silica gel with 4% methanol in chloroform as eluant
  • customis obtained as a nearly colorless, viscous oil
  • Sources & evidence

    ORD record
    ord-d9560b4bfd904765b7c2d2507a4e2201
    Source dataset
    uspto-grants-1979_04
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04150235

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes