Aluminum isopropoxide → Thiazole, 5-(methoxymethyl)-4-methyl-

HRID 2804

Reaction equation

HRID 2804 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][S:5][C:6]=1[CH:7]=[O:8].[CH3:9]C(C)[O-].[Al+3].CC(C)[O-].CC(C)[O-].[H-].[Na+]>CC(O)C.C(COC)OC.IC>[CH3:9][O:8][CH2:7][C:6]1[S:5][CH:4]=[N:3][C:2]=1[CH3:1]

Participants

7

Reactant 3

HCID 11143Aluminum isopropoxideHCID 24758Sodium hydrideHCID 5813394-Methylthiazole-5-carboxaldehyde

Product 1

HCID 11571819Thiazole, 5-(methoxymethyl)-4-methyl-

Reagents, catalysts & solvents 3

HCID 3776IsopropanolSolventHCID 6328Methyl iodideSolventHCID 80711,2-DimethoxyethaneSolvent

Procedure

4-Methyl-5-thiazolecarbaldehyde (J. Amer. Chem. Soc., 1982, 104, 4934-4943) was reduced using aluminium isopropoxide in 2-propanol. The resulting alcohol was treated with sodium hydride in dimethoxyethane and iodomethane was added. Distillation gave the title compound.

Workup

  1. additionwas added
  2. distillationDistillation

Sources & evidence

ORD record
ord-7f93372015354dc38e885820152952ed
Source dataset
uspto-grants-1998_03
Patent number
US05731335

Linked notes

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