Hydride → 4-(2-methyl-1,3-thiazol-4-yl)benzaldehyde

HRID 1645840Notes

Reaction equation

HRID 1645840 reaction equation
[CH3:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[CH:14]=[CH:13][C:10]([C:11]#N)=[CH:9][CH:8]=2)[N:6]=1.[H-].O.O.S([O-])([O-])(=O)=[O:19].[Na+].[Na+]>C1C=CC=CC=1.C1(C)C=CC=CC=1>[CH3:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[CH:14]=[CH:13][C:10]([CH:11]=[O:19])=[CH:9][CH:8]=2)[N:6]=1

Participants

6

Reactant 3

HCID 166653HydrideHCID 7163534-(2-methyl-1,3-thiazol-4-yl)benzonitrileHCID 21438585HCID 21438585, compound

Product 1

HCID 8209764-(2-methyl-1,3-thiazol-4-yl)benzaldehydeYield 68%

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 1140TolueneSolvent

Procedure

2.95 g of 4-(2-methyl-1,3-thiazol-4-yl)benznitrile was dissloved in 100 ml of benzene and thereto was added dropwise a solution in toluene (1.5M) of diisobutylalminum hydride at the room temperature. Agitation was made for 1 hour. An excess amount of sodium sulfate dihydrate was added to the mixture and the resultant was stirred at the room temperature. A filtrate liquid thereof was concentrated and purified with column chromatography using silica gel and dichloromethane to obtain 1.95 g of the intended compound with a yield of 68%.

Workup

  1. concentrationA filtrate liquid thereof was concentrated
  2. custompurified with column chromatography

Sources & evidence

ORD record
ord-20075006b5b74424a1a758c97bb2abec
Source dataset
uspto-grants-1993_01
Patent number
US05177089

Reaction notes

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