Water → HCID 18408501, compound

HRID 992985Notes

Reaction equation

HRID 992985 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:13]2[S:14][CH:15]=[C:16]([C:18](OCC)=[O:19])[N:17]=2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[OH:19][CH2:18][C:16]1[N:17]=[C:13]([C:5]2[CH:4]=[C:3]([O:2][CH3:1])[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=2)[S:14][CH:15]=1

Participants

6

Reactant 4

HCID 962WaterHCID 24436Sodium SulfateHCID 18408534HCID 18408534, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 18408501HCID 18408501, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

Ethyl 2-(3,4,5-trimethoxyphenyl)thiazole-4-carboxylate (6.9 g) was dissolved in THF (100 mL), and to the solution lithium aluminum hydride (810 mg) was added under an argon atmosphere, and the mixture was stirred at 0° C. for 1 hour. After a small amount of water and then sodium sulfate were added to the reaction mixture, the reaction mixture was filtered through celite, and the filtrate was concentrated under reduced pressure. The resultant crude crystals were recrystallized from ethyl acetate-hexane to obtain the title compound.

Workup

  1. filtrationthe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe resultant crude crystals were recrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-e86c20bb70d64800a1b1d552c7a60612
Source dataset
uspto-grants-2002_10
Patent number
US06472386B1

Reaction notes

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