Aluminium lithium hydride → HCID 21256507, compound

HRID 635866Notes

Reaction equation

HRID 635866 reaction equation
C([O:3][C:4]([C:6]1[N:13]2[C:9]([S:10][C:11]3[CH:17]=[C:16]([O:18][CH3:19])[CH:15]=[CH:14][C:12]=32)=[N:8][CH:7]=1)=O)C.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH3:19][O:18][C:16]1[CH:15]=[CH:14][C:12]2[N:13]3[C:6]([CH2:4][OH:3])=[CH:7][N:8]=[C:9]3[S:10][C:11]=2[CH:17]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 53762833HCID 53762833, compound

Product 1

HCID 21256507HCID 21256507, compoundYield 83.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 7-methoxy-imidazo[2,1-b]benzothiazole-3-carboxylic acid ethyl ester (5.5 g) in THF (150 mL) at 0° was treated with LiAlH4 (1.03 g) and reacted for 1 hour. The reaction was quenched by serial addition of water and 15% sodium hydroxide. The suspension was filtered, the combined filtrate and THF washes were evaporated to yield 7-Methoxy-imidazo [2,1-b]benzothiazole-3-methanol (Formula M-2) (3.9 g). Crystallization from acetonitrile solution gave 7-Methoxy-imidazo[2,1-b]benzothiazole-3-methanol (Formula M-2), m.p. 202-204°.

Workup

  1. customreacted for 1 hour
  2. customThe reaction was quenched by serial addition of water and 15% sodium hydroxide
  3. filtrationThe suspension was filtered
  4. customthe combined filtrate and THF washes were evaporated

Sources & evidence

ORD record
ord-1efad0f109d94529905745cf3e473025
Source dataset
uspto-grants-2001_02
Patent number
US06191124B1

Reaction notes

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