Ethyl 2-(thiophen-2-yl)-1,3-thiazole-4-carboxylate → [2-(2-Thienyl)-1,3-thiazol-4-YL]methanol

HRID 322297Notes

Reaction equation

HRID 322297 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[S:7][CH:8]=[C:9]([C:11](OCC)=[O:12])[N:10]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[S:7][CH:8]=[C:9]([CH2:11][OH:12])[N:10]=1

Participants

3

Reactant 2

HCID 2743947Ethyl 2-(thiophen-2-yl)-1,3-thiazole-4-carboxylateHCID 21226445Aluminium lithium hydride

Product 1

HCID 2776319[2-(2-Thienyl)-1,3-thiazol-4-YL]methanolYield 94%

Procedure

In substantially the same manner as in Reference Example 72, ethyl 2-(2-thienyl)-4-thiazolecarboxylate was reduced with lithium aluminum hydride to give crystals of 2-(2-thienyl)-4-thiazolylmethanol. The yield was 94%. Recrystallization from ethyl acetate-hexane gave colorless needles, mp 54-55° C.

Sources & evidence

ORD record
ord-828cd7e6feb54994961b97f096215830
Source dataset
uspto-grants-2001_04
Patent number
US06211215B1

Reaction notes

Loading…