Potassium Hydroxide → HCID 9834537, compound

HRID 1609550Notes

Reaction equation

HRID 1609550 reaction equation
[H-].C([Al+]CC(C)C)C(C)C.[CH3:11][C:12]1[C:17]([C:18](OC)=[O:19])=[C:16]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)[CH:15]=[C:14]([CH3:29])[N:13]=1.[OH-].[K+]>O1CCCC1>[CH3:11][C:12]1[C:17]([CH2:18][OH:19])=[C:16]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)[CH:15]=[C:14]([CH3:29])[N:13]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 9878343HCID 9878343, compoundHCID 21225700Diisobutylaluminumhydride

Product 1

HCID 9834537HCID 9834537, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

5.3 ml (5.3 mmol) of diisobutylaluminum hydride (1M in toluene) are added under nitrogen at -78° C. to 1.35 g (5.2 mmol) of the compound from Example 28 in 25 ml of absolute tetrahydrofuran and, after warming to 25° C., the mixture is hydrolyzed using 20% strength potassium hydroxide solution. The aqueous phase is washed with ethyl acetate and the combined organic phases are dried. After evaporating in vacuo, 1.12 g of crude product are obtained.

Workup

  1. washThe aqueous phase is washed with ethyl acetate
  2. customthe combined organic phases are dried
  3. customAfter evaporating in vacuo, 1.12 g of crude product
  4. customare obtained

Sources & evidence

ORD record
ord-2218977fc9554fb195498ec6af21819d
Source dataset
uspto-grants-1995_03
Patent number
US05401746

Reaction notes

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