Sodium borohydride → HCID 22719847, compound

HRID 430636Notes

Reaction equation

HRID 430636 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:16])[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)=[CH:4][CH:3]=1.[BH4-].[Na+]>C(O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:16])[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 2271988572053-00-0

Product 1

HCID 22719847HCID 22719847, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1 mmol of the compound obtained in Step A is dissolved in 15 ml of ethanol, and 1.5 mmol of NaBH4 are added in two portions. The reaction mixture is stirred for 3 hours; the reaction is then quenched using 0.5 ml of acetic acid; the mixture is rendered basic with 10% NaOH, and extracted with dichloromethane (3×15 ml). The organic phase is dried over MgSO4, evaporated and the solid obtained is recrystallised from ethanol.

Workup

  1. customthe reaction is then quenched
  2. extractionextracted with dichloromethane (3×15 ml)
  3. dry with materialThe organic phase is dried over MgSO4
  4. customevaporated
  5. customthe solid obtained
  6. customis recrystallised from ethanol

Sources & evidence

ORD record
ord-a01cade6ba66413a82c73960d91f75a5
Source dataset
uspto-grants-2001_11
Patent number
US06323220B1

Reaction notes

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