HCID 20388954, compound → 3-(2-Methyl-1,3-thiazol-5-yl)propan-1-ol

HRID 616379Notes

Reaction equation

HRID 616379 reaction equation
[CH3:1][C:2]1[S:3][C:4]([CH2:7][CH2:8][C:9](OC)=[O:10])=[CH:5][N:6]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH3:1][C:2]1[S:3][C:4]([CH2:7][CH2:8][CH2:9][OH:10])=[CH:5][N:6]=1

Participants

4

Reactant 2

HCID 20388954HCID 20388954, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 203889553-(2-Methyl-1,3-thiazol-5-yl)propan-1-olYield 69.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

10.9 g of methyl 2-methyl-5-thiazole-propanoate in 70 ml of tetrahydrofuran was slowly added with stirring at 10°-15° C to a mixture of 125 ml of tetrahydrofuran and 3.42 g of lithium aluminum hydride at 10° C and the mixture was stirred for about 30 minutes. Then, tetrahydrofuran containing 20% water was slowly added and the mixture was filtered. The filter was washed with ethyl acetate and the filtrate was dried over magnesium sulfate and concentrated under reduced pressure to obtain 8.4 g of raw product which was rectified under reduced pressure to obtain 6.4g of 2-methyl-5-thiazole propanol with a boiling point of 106° C under 0.05 mm Hg.

Workup

  1. filtrationthe mixture was filtered
  2. washThe filter was washed with ethyl acetate
  3. dry with materialthe filtrate was dried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customto obtain 8.4 g of raw product which

Sources & evidence

ORD record
ord-f329d76be58645709fdad2cefed6c71b
Source dataset
uspto-grants-1978_02
Patent number
US04073919

Reaction notes

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