Methanol → HCID 21568768, compound

HRID 1579554Notes

Reaction equation

HRID 1579554 reaction equation
C([O:4][C:5]1[C:18]2[CH:17]([CH3:19])[C:16]3[CH2:15][CH2:14][CH2:13][CH2:12][C:11]=3[O:10][C:9]=2[CH:8]=[C:7]([CH:20]([CH3:28])[CH:21]([CH3:27])[CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH:6]=1)(=O)C.C(=O)([O-])[O-].[K+].[K+].CO>O>[CH3:28][CH:20]([C:7]1[CH:6]=[C:5]([OH:4])[C:18]2[CH:17]([CH3:19])[C:16]3[CH2:15][CH2:14][CH2:13][CH2:12][C:11]=3[O:10][C:9]=2[CH:8]=1)[CH:21]([CH3:27])[CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]

Participants

5

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 21568766HCID 21568766, compound

Product 1

HCID 21568768HCID 21568768, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-Acetoxy-3-(1,2-dimethylheptyl)-5,6,7,8-tetrahydro-9-methylxanthene is refluxed with potassium carbonate in 100 ml. of 15% aqueous methanol for 15 minutes. The reaction mixture is diluted with cold water and extracted with hexane. The organic phase is washed with water, dried (Na2SO4) and concentrated in vacuo to give a residue which, upon distillation, gives 3-(1,2-dimethylheptyl)-5,6,7,8,-tetrahydro-1-hydroxy-9-methylxanthene.

Workup

  1. extractionextracted with hexane
  2. washThe organic phase is washed with water
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated in vacuo
  5. customto give a residue which
  6. distillationupon distillation

Sources & evidence

ORD record
ord-57c39edf38ed4f318c85c39772d8e5da
Source dataset
uspto-grants-1976_01
Patent number
US03931232

Reaction notes

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