HCID 18690805, compound → HCID 53788307, compound

HRID 1871252Notes

Reaction equation

HRID 1871252 reaction equation
[C:1]([C:5]1[CH:13]=[C:12]2[C:8]([CH2:9][CH2:10][CH:11]2[CH2:14][CH2:15][OH:16])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C1C=C[NH+]=CC=1.[O-][Cr](Cl)(=O)=O>ClCCl>[C:1]([C:5]1[CH:13]=[C:12]2[C:8]([CH2:9][CH2:10][CH:11]2[CH2:14][CH:15]=[O:16])=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 18690805HCID 18690805, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 53788307HCID 53788307, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Prepared in an analogous manner to that described in Example 4, by oxidizing 2-(6-tert-butyl-1-indanyl)-1-ethanol (8.53 g, 32.1 mmole, 82.3% pure) in dichloromethane (50 ml), by means of PCC (Fluka, 15.0 g, 68 mmole) in dichloromethane (100 ml). After the treatment described and bulb-to-bulb distillation (120°/15 Pa), there was obtained the above-mentioned compound with a purity of 84% (6.01 g, yield 72.7%). Further purification by chromatography provided the desired compound 98% pure, presenting the following analytical characters:

Workup

  1. customPrepared in an analogous manner to that
  2. distillationbulb-to-bulb distillation (120°/15 Pa)
  3. customthere was obtained the above-mentioned compound with a purity of 84% (6.01 g, yield 72.7%)
  4. customFurther purification by chromatography

Sources & evidence

ORD record
ord-0c4c968251bb4e978313330448224a70
Source dataset
uspto-grants-2000_08
Patent number
US06103688

Reaction notes

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