Ethyl ketone → HCID 28419977, compound

HRID 2189278Notes

Reaction equation

HRID 2189278 reaction equation
[CH3:1][CH2:2][C:3](=O)[CH2:4][CH3:5].[CH2:7]([NH2:10])[CH:8]=[CH2:9].[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>ClCCCl>[CH2:7]([NH:10][CH:3]([CH2:4][CH3:5])[CH2:2][CH3:1])[CH:8]=[CH2:9]

Participants

5

Reactant 3

HCID 7288Ethyl ketoneHCID 7853AllylamineHCID 5049666Sodium triacetoxyborohydride

Product 1

HCID 28419977HCID 28419977, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

To a solution of 3-pentanone (1 g, 11.61 mmol) in anhydrous 1,2-dichloroethane (45 ml) is added allylamine (0.872 ml, 11.61 mmol) followed by NaBH(OAc)3 (3.44 g, 16.254 mmol) at ambient temperature and under nitrogen. The reaction is stirred at room temperature overnight. The reaction mixture is quenched with 1N NaOH and extracted with dichloromethane. The extract is dried over Na2SO4 and concentrated in vacuo to allyl-(1-ethyl-propyl)-amine

Workup

  1. customThe reaction mixture is quenched with 1N NaOH
  2. extractionextracted with dichloromethane
  3. dry with materialThe extract is dried over Na2SO4
  4. concentrationconcentrated in vacuo to allyl-(1-ethyl-propyl)-amine

Sources & evidence

ORD record
ord-fab0f5ae49e64abdbc0345815f165768
Source dataset
uspto-grants-2012_12
Patent number
US08324225B2

Reaction notes

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