HCID 18690802, compound → HCID 54422358, compound

HRID 741580Notes

Reaction equation

HRID 741580 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[CH:10]([CH2:14][CH2:15][OH:16])[CH2:9][CH2:8]2)([CH3:4])([CH3:3])[CH3:2].C1C=C[NH+]=CC=1.[O-][Cr](Cl)(=O)=O>C(Cl)Cl>[C:1]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[CH:10]([CH2:14][CH:15]=[O:16])[CH2:9][CH2:8]2)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 18690802HCID 18690802, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 54422358HCID 54422358, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Prepared in an analogous manner to that described in Example 4, via oxidation of 2-(5-tert-butyl-1-indanyl)-1-ethanol (3.85 g, 17.6 mmole) in CH2Cl2 (40 ml), by means of PCC (5.73 g, 25 mmole) in CH2Cl2 (60 ml). After the treatment described and bulb-to-bulb distillation (150°/40 Pa), there was obtained the desired carbaldehyde (2.34 g, yield 62%).

Workup

  1. customPrepared in an analogous manner to that
  2. distillationbulb-to-bulb distillation (150°/40 Pa)
  3. customthere was obtained the desired carbaldehyde (2.34 g, yield 62%)

Sources & evidence

ORD record
ord-c422d91ee091416a9477ed692a935354
Source dataset
uspto-grants-1996_09
Patent number
US05552379

Reaction notes

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