HCID 58333155, compound → HCID 58964468, compound

HRID 2405068Notes

Reaction equation

HRID 2405068 reaction equation
[CH2:1]([O:3][C:4](=[O:16])[C:5]([O:12][CH2:13][CH:14]=[CH2:15])([C:8]([F:11])([F:10])[F:9])C=C)[CH3:2]>C(Cl)Cl.Cl[Ru](=C1N(C2C(C)=CC(C)=CC=2C)CCN1C1C(C)=CC(C)=CC=1C)(Cl)(=CC1C=CC=CC=1)[P](C1CCCCC1)(C1CCCCC1)C1CCCCC1>[CH2:1]([O:3][C:4]([C:5]1([C:8]([F:9])([F:10])[F:11])[CH:15]=[CH:14][CH2:13][O:12]1)=[O:16])[CH3:2]

Participants

4

Reactant 1

HCID 58333155HCID 58333155, compound

Product 1

HCID 58964468HCID 58964468, compound

Reagents, catalysts & solvents 2

HCID 178425456HCID 178425456, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-allyloxy-2-trifluoromethyl-but-3-enoic acid ethyl ester (2.15 g, see above) in CH2Cl2 (100 mL) at room temperature was added Grubbs catalyst 2nd generation (Aldrich) (67 mg). The resulting mixture was stirred for 18 h at room temperature. The reaction mixture was then filtered through a plug of Celite® and silica gel, rinsed with EtOAc and then concentrated to yield the title compound as a yellow oil.

Workup

  1. filtrationThe reaction mixture was then filtered through a plug of Celite® and silica gel
  2. washrinsed with EtOAc
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-875e62fe71ad4c6aad611913f775b7d9
Source dataset
uspto-grants-2014_08
Patent number
US08802865B2

Reaction notes

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