Ethyl 2-aminocyclohex-1-ene-1-carboxylate → (1S,2R)-ethyl 2-benzoylaminocyclohexane-1-carboxylate

HRID 592114Notes

Reaction equation

HRID 592114 reaction equation
[NH2:1][C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]=1[C:8]([O:10][CH2:11][CH3:12])=[O:9].[H][H]>CO>[C:8]([NH:1][C@@H:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C@@H:3]1[C:8]([O:10][CH2:11][CH3:12])=[O:9])(=[O:9])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:2]=1

Participants

4

Conditions

Temperature
25 °C

Procedure

In a 10 mL test tube were charged diacetato{(S)-2,2′-bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-1,1′-binaphthyl}ruthenium (II) (12.9 mg), and ethyl 2-aminocyclohexene-1-carboxylate (50 mg), and the mixture was set on a pressurization apparatus. Argon substitution was performed, and dehydrated methanol for organic synthesis (2.5 ml) was injected with pressure. Thereafter, hydrogen (1 MPa) was charged in and the mixture was stirred at 25° C. for 18 hr. After completion of the reaction, the reaction mixture was analyzed by HPLC.

Workup

  1. customfor organic synthesis (2.5 ml)
  2. customAfter completion of the reaction

Sources & evidence

ORD record
ord-2793a6c70d324ce5bb242dd662902695
Source dataset
uspto-grants-2016_01
Patent number
US09238667B2

Reaction notes

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