Binap, (A+-)- → HCID 69538043, compound

HRID 2246048Notes

Reaction equation

HRID 2246048 reaction equation
[F:1][C:2]1[CH:25]=[CH:24][C:5]([C:6]([NH:8][CH:9]([C:15](=[O:23])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[CH3:22])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[O:7])=[C:4]([C:26]([F:29])([F:28])[F:27])[CH:3]=1.C1C=CC(P(C2C(C3C(P(C4C=CC=CC=4)C4C=CC=CC=4)=CC=C4C=3C=CC=C4)=C3C(C=CC=C3)=CC=2)C2C=CC=CC=2)=CC=1>C(Cl)Cl.C(O)C.CC1C=CC(C(C)C)=CC=1.CC1C=CC(C(C)C)=CC=1.Cl[Ru]Cl.Cl[Ru]Cl>[F:1][C:2]1[CH:25]=[CH:24][C:5]([C:6]([NH:8][C@@H:9]([C@H:15]([OH:23])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[CH3:22])[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[O:7])=[C:4]([C:26]([F:27])([F:28])[F:29])[CH:3]=1

Participants

6

Reactant 2

HCID 634876Binap, (A+-)-HCID 58899086HCID 58899086, compound

Product 1

HCID 69538043HCID 69538043, compound

Reagents, catalysts & solvents 3

HCID 10908223Dichloro(p-cymene)ruthenium(II) dimerCatalystHCID 702EthanolSolventHCID 6344DichloromethaneSolvent2×

Procedure

4.7 g (0.0114 mol) of ethyl 2-(4-fluoro-2-trifluoromethylbenzoylamino)-3-oxo-3-o-tolylpropionate were dissolved in methylene chloride, the solution was degassed in an ultrasonic bath and 200 mg of catalyst mix were added. The catalyst mix had been prepared beforehand by heating 78 mg of dichloro(p-cymene)ruthenium(II) dimer (RuCl2Cy) and 138 mg of BINAP in methylene chloride and ethanol at 50° C. for 1 h, followed by removal of the solvents.

Workup

  1. customthe solution was degassed in an ultrasonic bath
  2. addition200 mg of catalyst mix
  3. additionwere added
  4. additionThe catalyst mix
  5. customhad been prepared beforehand
  6. customfollowed by removal of the solvents

Sources & evidence

ORD record
ord-0e415ffe8fb148bca1d43935a3b36276
Source dataset
uspto-grants-2010_03
Patent number
US07687435B2

Reaction notes

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