Butanal → Benzyl-((E)-but-1-enyl)-amine

HRID 2066883Notes

Reaction equation

HRID 2066883 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:9](=O)[CH2:10][CH2:11][CH3:12].[OH-].[K+]>>[CH2:1]([NH:8]/[CH:9]=[CH:10]/[CH2:11][CH3:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 261ButanalHCID 7504BenzylamineHCID 14797Potassium Hydroxide

Product 1

HCID 15360338Benzyl-((E)-but-1-enyl)-amineYield 74.4%

Procedure

To benzylamine (5.46 mL, 50 mmol), at 0° C., was added butyraldehyde (4.51 mL, 50 mmol). The mixture was warmed to room temperature and KOH (1.5 g) was added. The mix was stirred at room temperature for 15 minutes, the water was removed and 0.5 g of KOH was added. The mixture was stirred at room temperature overnight and filtered to remove the KOH to yield 6 g (74%) of 62a.

Workup

  1. customthe water was removed
  2. addition0.5 g of KOH was added
  3. stirringThe mixture was stirred at room temperature overnight
  4. filtrationfiltered
  5. customto remove the KOH

Sources & evidence

ORD record
ord-98abbb7e88b24a96beaa2127597d52bf
Source dataset
uspto-grants-2012_10
Patent number
US08293729B2

Reaction notes

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