Sodium Hydroxide → HCID 69118288, compound

HRID 656277Notes

Reaction equation

HRID 656277 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]([C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[C:13]([O:19][CH3:20])[CH:12]=1)([CH3:10])([CH3:9])[CH3:8].[OH-].[Na+]>CCOCC>[C:7]([C:11]1[CH:18]=[CH:17][C:14]([CH2:15][NH2:16])=[C:13]([O:19][CH3:20])[CH:12]=1)([CH3:10])([CH3:8])[CH3:9]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 57614580HCID 57614580, compound

Product 1

HCID 69118288HCID 69118288, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
0 °C

Procedure

Lithium aluminium hydride (50 mg) was suspended in ether (2 ml) and the suspension was cooled to 0° C. To the suspension was added dropwise a solution of the compound 13-2a (167 mg) prepared by Step 1 in ether (2 ml) and the mixture was refluxed for 2 hours. After the completion of the reaction, the reaction solution was basified with 5 N aqueous sodium hydroxide solution. Then, aqueous Rochel solution was added thereto and stirred for 1 hour, at room temperature. Then, resulting mixture was extracted with ether (50 ml×3) and concentrated under reduced pressure to yield the compound 13-3a (120 mg, 71%). The following Step 3 was proceeded using the compound 13-3a which was not purified.

Workup

  1. temperaturethe mixture was refluxed for 2 hours
  2. customAfter the completion of the reaction
  3. additionThen, aqueous Rochel solution was added
  4. customThen, resulting mixture
  5. extractionwas extracted with ether (50 ml×3)
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-253b153455894c62a1ed6a687c4d132a
Source dataset
uspto-grants-2011_12
Patent number
US08071650B2

Reaction notes

Loading…