Water → 3-(2-Methyl-1,3-thiazol-5-yl)propan-1-ol

HRID 426936Notes

Reaction equation

HRID 426936 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-].O>O1CCCC1>[CH3:1][C:2]1[S:3][C:4]([CH2:7][CH2:8][CH2:9][OH:10])=[CH:5][N:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 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

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

Workup

  1. filtrationwas then filtered
  2. washThe residue was washed with ethyl acetate
  3. dry with materialthe filtrate was dried over magnesium sulfate
  4. customevaporated to dryness
  5. customto obtain 8.4 g of raw product which

Sources & evidence

ORD record
ord-b9c4a036ab144888a0bcdb8a71531fcb
Source dataset
uspto-grants-1979_10
Patent number
US04172137

Reaction notes

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