Ethylenediamine → HCID 69263137, compound

HRID 2287777Notes

Reaction equation

HRID 2287777 reaction equation
[CH2:1](/[C:4](=[CH:7]\[CH2:8][C@H:9]1[CH2:13][CH:12]=[C:11]([CH3:14])[C:10]1([CH3:16])[CH3:15])/[CH:5]=[O:6])[CH2:2][CH3:3].NCCN.[OH-].[K+]>C(O)(C)C>[CH2:1](/[C:4](=[CH:7]\[CH2:8][C@H:9]1[CH2:13][CH:12]=[C:11]([CH3:14])[C:10]1([CH3:15])[CH3:16])/[CH2:5][OH:6])[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 3301EthylenediamineHCID 14797Potassium HydroxideHCID 86754856HCID 86754856, compound

Product 1

HCID 69263137HCID 69263137, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

In a 100 ml stainless steel autoclave were charged 6.60 g (0.03 mol) of (E)-(R)-2-propyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)-2-buten-1-al synthesized from (1S)-α-pinene having an optical purity of 97% e.e. in a conventional manner, 28.7 mg (0.03 mmol) of RuCl2 (PPh3)3, 2.4 ml of a 0.1M 1,2-diaminoethane (0.24 mmol) solution in isopropyl alcohol, and 15 ml of a 0.1M potassium hydroxide (1.5 mmol) solution in isopropyl alcohol in a nitrogen atmosphere, and the mixture was stirred at room temperature for 3 hours under a hydrogen pressure of 50 atm.

Sources & evidence

ORD record
ord-5531e19dbcca4d94bd196b6beeddb380
Source dataset
uspto-grants-2000_07
Patent number
US06084138

Reaction notes

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