Diisobutylaluminum hydride → HCID 57942214, compound

HRID 1898202Notes

Reaction equation

HRID 1898202 reaction equation
[Cl:1][C:2]1[CH:13]=[CH:12][C:11]([N:14]2[CH:18]=[CH:17][CH:16]=[N:15]2)=[CH:10][C:3]=1[C:4](N(OC)C)=[O:5].CC(C[AlH]CC(C)C)C>>[Cl:1][C:2]1[CH:13]=[CH:12][C:11]([N:14]2[CH:18]=[CH:17][CH:16]=[N:15]2)=[CH:10][C:3]=1[CH:4]=[O:5]

Participants

3

Reactant 2

HCID 14487Diisobutylaluminum hydrideHCID 57942397HCID 57942397, compound

Product 1

HCID 57942214HCID 57942214, compound

Procedure

To a solution of 2-chloro-N-methoxy-N-methyl-5-pyrazol-1-yl-benzamide (280 mg, 1.05 mmol) was added DIBAL-H (1.16 mL, 1.16 mmol) slowly at −78° C. The reaction was stirred 2 h, quenched with water, extracted with ether, concentrated, and purified by flash chromatography to give 2-chloro-5-pyrazol-1-yl-benzaldehyde.

Workup

  1. customquenched with water
  2. extractionextracted with ether
  3. concentrationconcentrated
  4. custompurified by flash chromatography

Sources & evidence

ORD record
ord-6c04b962a2f943ceb1450f3ad9224237
Source dataset
uspto-grants-2013_08
Patent number
US08519135B2

Reaction notes

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