Aluminium lithium hydride → HCID 21256505, compound

HRID 635852Notes

Reaction equation

HRID 635852 reaction equation
C([O:3][C:4]([C:6]1[N:13]2[C:9]([S:10][C:11]3[CH2:16][CH2:15][CH2:14][C:12]=32)=[N:8][CH:7]=1)=O)C.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[N:8]1[CH:7]=[C:6]([CH2:4][OH:3])[N:13]2[C:12]3[CH2:14][CH2:15][CH2:16][C:11]=3[S:10][C:9]=12

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 54221264HCID 54221264, compound

Product 1

HCID 21256505HCID 21256505, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 6,7-Dihydro-5H-cyclopent[d]imidazo[2,1-b]thiazole-3-carboxylic acid ethyl ester (Formula E-4) (5.8 g) in dry THF (125 mL) was treated with LiAlH4 (1.86 g) and reacted for 5.5 hours. After serial quenching with water and 15% sodium hydroxide, the suspension was diluted to 700 mL with chloroform. The filter cake was washed with hot chloroform, the combined filtrate and washes were evaporated to yield pure 6,7-Dihydro-5H-cyclopent[d]imidazo[2,1-b]thiazole-3-methanol (FIG. E-5) (2.67 g).

Workup

  1. customreacted for 5.5 hours
  2. customAfter serial quenching with water and 15% sodium hydroxide
  3. additionthe suspension was diluted to 700 mL with chloroform
  4. washThe filter cake was washed with hot chloroform
  5. customthe combined filtrate and washes were evaporated

Sources & evidence

ORD record
ord-5b24a4741a6a425da0462b2842d6b0b9
Source dataset
uspto-grants-2001_02
Patent number
US06191124B1

Reaction notes

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