Lithium → HCID 57086552, compound

HRID 1290602Notes

Reaction equation

HRID 1290602 reaction equation
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][C:7]([N:10]=[CH:11][C:12]2[CH:21]=[CH:20][C:19]3[C:18]([CH3:23])([CH3:22])[CH2:17][CH2:16][C:15]([CH3:25])([CH3:24])[C:14]=3[C:13]=2[NH2:26])=[CH:6][CH:5]=1.[Li].[H-].[Al+3].[H-].[H-]>C1COCC1>[NH2:26][C:13]1[C:14]2[C:15]([CH3:24])([CH3:25])[CH2:16][CH2:17][C:18]([CH3:22])([CH3:23])[C:19]=2[CH:20]=[CH:21][C:12]=1[CH:11]=[N:10][C:7]1[CH:6]=[CH:5][C:4]([CH2:3][OH:2])=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 3028194LithiumHCID 21584524AluminiumhydrideHCID 67590814HCID 67590814, compound

Product 1

HCID 57086552HCID 57086552, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a round bottom flask, there are introduced 420 mg (1.15 mmole) of the ester obtained in Example 11 (b) and 25 ml of THF. There are then introduced, by portions, 110 mg (2.88 mmoles) of the double lithium and aluminum hydride. The mixture is stirred for 8 hours at ambient temperature. The reaction medium is hydrolyzed with hydrated sodium sulfate. The resulting precipitate is filtered and the filtrate is evaporated. 350 mg (93%) of the expected alcohol whose melting point is 171°-172° C. are obtained.

Workup

  1. filtrationThe resulting precipitate is filtered
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-13c3f832291649c4888b894f5bf8c42e
Source dataset
uspto-grants-1998_05
Patent number
US05753239

Reaction notes

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