Sodium Hydroxide → HCID 11321207, compound

HRID 1281167Notes

Reaction equation

HRID 1281167 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]3[CH2:11][CH:10]([C:12]#[N:13])[C:7]=3[CH:8]=2)[CH:3]=[CH:2]1.C([BH3-])#N.[Na+].[OH-].[Na+]>C(O)(=O)C>[NH:1]1[C:9]2[C:4](=[CH:5][C:6]3[CH2:11][CH:10]([C:12]#[N:13])[C:7]=3[CH:8]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 5003444Sodium cyanoborohydrideHCID 15523873HCID 15523873, compound

Product 1

HCID 11321207HCID 11321207, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
13 °C

Procedure

3.43 g of the product obtained in Step 4 are dissolved in 55 ml of acetic acid. In the course of 5 minutes, 3.84 g of sodium cyanoborohydride are added in portions to the reaction mixture, which has been cooled to 13° C. After returning to ambient temperature, stirring is carried out for 2 hours, and then the reaction mixture is cooled to 0° C. and the pH is adjusted to 11 by the addition of a solution of sodium hydroxide (45 g in 250 ml of water). The milky solution obtained is extracted with ether. The organic phases are washed, dried and concentrated to yield the expected product.

Workup

  1. customAfter returning to ambient temperature
  2. temperaturethe reaction mixture is cooled to 0° C.
  3. customThe milky solution obtained
  4. extractionis extracted with ether
  5. washThe organic phases are washed
  6. customdried
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-be88c1da0eb54e298eb55ed59b5960a4
Source dataset
uspto-grants-2002_09
Patent number
US06452015B2

Reaction notes

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