Water → HCID 15718104, compound

HRID 982455Notes

Reaction equation

HRID 982455 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][C:5]1[C:17]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[CH:16][C:15]2[C:14]3[C:9](=[CH:10][C:11]([C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:12][CH:13]=3)[C:8](=[O:34])[C:7]=2[CH:6]=1.CC(C)=[O:37].OS(O)(=O)=O.O=[Cr](=O)=O.O>C(OCC)C>[CH2:32]([O:31][C:29]([C:11]1[CH:10]=[C:9]2[C:14]([C:15]3[CH:16]=[C:17]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[C:5]([CH2:4][CH2:3][C:2]([OH:37])=[O:1])=[CH:6][C:7]=3[C:8]2=[O:34])=[CH:13][CH:12]=1)=[O:30])[CH3:33]

Participants

5

Reactant 3

HCID 962WaterHCID 15718103HCID 15718103, compoundHCID 131709961Jones' reagent

Product 1

HCID 15718104HCID 15718104, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 170 mg of 2-(3-hydroxypropyl)-3-decyloxy-7-ethoxycarbonyl-9-oxo-9H-fluorene in diethyl ether were treated with 0.75 ml of Jones reagent (chromic acid solution). The reaction mixture was stirred overnight, poured into water and the layer separated. The organic layer was washed with water, dried over magnesium sulfate, filtered, and concentrated in vacuo providing 90 mg of material which was taken directly to hydrolysis. NMR.

Workup

  1. customthe layer separated
  2. washThe organic layer was washed with water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-6fa77698d7e54b61ab3741f09cc6aa5f
Source dataset
uspto-grants-1991_02
Patent number
US04996230

Reaction notes

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