Methane → HCID 19990648, compound

HRID 346261Notes

Reaction equation

HRID 346261 reaction equation
[CH2:1]([S:8][CH2:9][CH:10]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH2:11][OH:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.C([O-])(=O)C.[Na+].C>ClCCl.C(OCC)C>[CH2:1]([S:8][CH2:9][CH:10]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH:11]=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 297MethaneHCID 517045Sodium AcetateHCID 19990624HCID 19990624, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 19990648HCID 19990648, compoundYield 38.7%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent2×

Procedure

A solution of 2-benzylthiomethyl-3,3-dimethylbutanol (3.7 g) in dry dichloromethane (15 ml) was added to a mechanically stirred suspension of pyridinium chlorochromate (10 g) and sodium acetate (1 g) in dichloromethane (100 ml) at 0° C. The resulting mixture was stirred at room temperature for two hours and then diethylether (300 ml) was added. The reaction mixture was passed through a short column of silica and charcoal (1:1) and then evaporated in vacuo to leave 2-benzylthiomethyl-3,3-dimethylbutanal as an oil (1.42 g).

Workup

  1. customevaporated in vacuo

Sources & evidence

ORD record
ord-33b39b4b70eb4e5bba62df2f63a78418
Source dataset
uspto-grants-1991_10
Patent number
US05061726

Reaction notes

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