Potassium Hydroxide → HCID 54289360, compound

HRID 1440985Notes

Reaction equation

HRID 1440985 reaction equation
[H-].C([Al+]CC(C)C)C(C)C.[CH:11]1([C:17]2[C:22]([C:23](OCCC#N)=[O:24])=[C:21]([C:30]3[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=3)[C:20]([C:37](OCC)=[O:38])=[C:19]([CH:42]([CH3:44])[CH3:43])[N:18]=2)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.[OH-].[K+]>C1(C)C=CC=CC=1>[CH:11]1([C:17]2[C:22]([CH2:23][OH:24])=[C:21]([C:30]3[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=3)[C:20]([CH2:37][OH:38])=[C:19]([CH:42]([CH3:44])[CH3:43])[N:18]=2)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 21225700DiisobutylaluminumhydrideHCID 22420883HCID 22420883, compound

Product 1

HCID 54289360HCID 54289360, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
-78 °C

Procedure

35.7 ml (53.5 mmol) of a 1.5 molar solution of diisobutylaluminum hydride in toluene are added at -78° C. under a nitrogen atmosphere to 2.5 g (5.35 mmol) of the compound from Example 54 dissolved in 50 ml of dry toluene, and the mixture is stirred for 1 hour at -78° C. and overnight at room temperature. 20% strength potassium hydroxide solution is added to the mixture with ice-cooling and it is extracted several times using toluene.

Workup

  1. temperaturecooling
  2. extractionit is extracted several times

Sources & evidence

ORD record
ord-e37759a4d6f847f5b4b43f420b196a7f
Source dataset
uspto-grants-1996_03
Patent number
US05502057

Reaction notes

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