Diisobutylaluminum hydride → 2,1-Benzisothiazole-6-methanol

HRID 569745Notes

Reaction equation

HRID 569745 reaction equation
[N:1]1[S:2][CH:3]=[C:4]2[CH:9]=[CH:8][C:7]([C:10](OC)=[O:11])=[CH:6][C:5]=12.CC(C[AlH]CC(C)C)C>O1CCCC1>[OH:11][CH2:10][C:7]1[CH:8]=[CH:9][C:4]2=[CH:3][S:2][N:1]=[C:5]2[CH:6]=1

Participants

4

Reactant 2

HCID 14487Diisobutylaluminum hydrideHCID 20146254Methyl benzo[c]isothiazole-6-carboxylate

Product 1

HCID 201462422,1-Benzisothiazole-6-methanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5.8 g (0.03 mole) of 10a are stirred analogously to Example 1a in 80 ml of tetrahydrofuran with 58.8 ml (0.09 mole) of DIBAL (1.53 molar solution in toluene) at -60° C. to -70° C. overnight.

Sources & evidence

ORD record
ord-2958ce6caf53430b883046e3edab913c
Source dataset
uspto-grants-1988_03
Patent number
US04734407

Reaction notes

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