Sodium borohydride → HCID 23455863, compound

HRID 1257753Notes

Reaction equation

HRID 1257753 reaction equation
[N:1]([CH:4]1[CH2:8][CH2:7][C:6](=[O:9])[CH2:5]1)=[N+:2]=[N-:3].[BH4-].[Na+]>CO>[N:1]([CH:4]1[CH2:8][CH2:7][CH:6]([OH:9])[CH2:5]1)=[N+:2]=[N-:3]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 11815865HCID 11815865, compound

Product 1

HCID 23455863HCID 23455863, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-Azido-cyclopentanone (about 7.2 g, 57.6 mmol) in methanol (250 mL) was added sodium borohydride (11 g, 288 mmol) in five portions at 0° C., then the reaction mixture was stirred at room temperature for 1 hour. The resulting mixture was quenched with water and extracted with ethyl acetate. The organic solution (TLC showed one spot) was concentrated and the residue was used for the next step. 1H NMR (400 MHz, CDCl3) δ: 4.25-4.30 (m, 1H), 3.95-3.80 (m, 6H).

Workup

  1. customThe resulting mixture was quenched with water
  2. extractionextracted with ethyl acetate
  3. concentrationThe organic solution (TLC showed one spot) was concentrated

Sources & evidence

ORD record
ord-ba044b7d8acb42e5a39ddec661b6bfd4
Source dataset
uspto-grants-2013_06
Patent number
US08461328B2

Reaction notes

Loading…