Diisobutylaluminumhydride → HCID 23222723, compound

HRID 2399427Notes

Reaction equation

HRID 2399427 reaction equation
[CH3:1][O:2][C:3]1([O:25][CH3:26])[CH2:8][CH2:7][C:6]([C:23]#N)([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH:16]([F:18])[F:17])=[C:11]([O:19][CH:20]([F:22])[F:21])[CH:10]=2)[CH2:5][CH2:4]1.[H-].C([Al+]CC(C)C)C(C)C.S(=O)(O)[O-:38].[Na+]>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1([O:25][CH3:26])[CH2:8][CH2:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH:16]([F:18])[F:17])=[C:11]([O:19][CH:20]([F:22])[F:21])[CH:10]=2)([CH:23]=[O:38])[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 21225700DiisobutylaluminumhydrideHCID 23222722HCID 23222722, compoundHCID 23665763Sodium Bisulfite

Product 1

HCID 23222723HCID 23222723, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 4-cyano-4-(3,4-bisdifluoromethoxyphenyl)cyclohexan-1-one dimethyl ketal (1.5 g, 3.98 mmol) in toluene (50 mL) at room temperature under an argon atmosphere was treated with a solution of diisobutylaluminum hydride (1M in toluene, 10 mL, 10 mmol). After 4 h, a solution of saturated aqueous sodium bisulfite was added and the mixture was extracted twice with ethyl acetate. The combined organic extract was dried (potassium carbonate) and the solvent was removed in vacuo to provide an oil (1.5 g, 99%).

Workup

  1. extractionthe mixture was extracted twice with ethyl acetate
  2. extractionThe combined organic extract
  3. dry with materialwas dried (potassium carbonate)
  4. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-6d06c138dfd24d1c809e39c69e64af94
Source dataset
uspto-grants-1995_09
Patent number
US05449686

Reaction notes

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