Water → HCID 19009260, compound

HRID 1742501Notes

Reaction equation

HRID 1742501 reaction equation
CCCCCC.[H-].C([Al+]CC(C)C)C(C)C.[CH3:17][O:18][C:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:22]([O:29][CH3:30])=[CH:21][C:20]=1[CH2:31][CH2:32][CH2:33][C:34]#N.[OH2:36]>C(Cl)Cl>[CH3:17][O:18][C:19]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:22]([O:29][CH3:30])=[CH:21][C:20]=1[CH2:31][CH2:32][CH2:33][CH:34]=[O:36]

Participants

6

Reactant 4

HCID 962WaterHCID 8058HexaneHCID 19009244HCID 19009244, compoundHCID 21225700Diisobutylaluminumhydride

Product 1

HCID 19009260HCID 19009260, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

20 ml of a 1.0M hexane solution of diisobutylaluminum hydride were added at -70° C. to a solution of 3.36 g of 4-(1,4-dimethoxy-2-naphthyl)butyronitrile [prepared as described in step (a) above] in 100 ml of dry methylene chloride, and the resulting mixture was stirred for 2 hours. At the end of this time, water was added to the reaction mixture, and the insoluble materials were filtered off with the aid of a Celite (trade name) filter aid. The methylene chloride layer which separated was dried over anhydrous sodium sulfate, and the solvent was removed by distillation under reduced pressure, to give 2.96 g of the title compound as a colorless oil.

Workup

  1. filtrationthe insoluble materials were filtered off with the aid of a Celite (trade name)
  2. filtrationfilter aid
  3. customThe methylene chloride layer which separated
  4. dry with materialwas dried over anhydrous sodium sulfate
  5. customthe solvent was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-4e9add491a114246996acbc7ea1fcaec
Source dataset
uspto-grants-1994_08
Patent number
US05338855

Reaction notes

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