Cyclopentene → HCID 91256749, compound

HRID 2366509Notes

Reaction equation

HRID 2366509 reaction equation
[C:1]([O:4][C@@H:5]1[C@@H:17]([N:18]=[N+:19]=[N-:20])[C@@H:16]([O:21][C:22](=[O:24])[CH3:23])[C@@H:15]([CH2:25][O:26][C:27](=[O:29])[CH3:28])[O:14][C@H:6]1SC1C=CC=CC=1)(=[O:3])[CH3:2].[Br:30]Br.CCCCCCC.C1CCCC=1>C(Cl)Cl.CCOC(C)=O>[C:1]([O:4][C@@H:5]1[C@@H:17]([N:18]=[N+:19]=[N-:20])[C@@H:16]([O:21][C:22](=[O:24])[CH3:23])[C@@H:15]([CH2:25][O:26][C:27](=[O:29])[CH3:28])[O:14][C@@H:6]1[Br:30])(=[O:3])[CH3:2]

Participants

7

Reactant 4

HCID 8882CyclopenteneHCID 8900HeptaneHCID 24408BromineHCID 91274444HCID 91274444, compound

Product 1

HCID 91256749HCID 91256749, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

Compound 7 (237.4 mg, 560 μmol) was dissolved in dry CH2Cl2 (2 mL), and bromine (32 μl, 620 μmol) was added. The reaction was monitored by TLC (heptane:EtOAc, 1:1). When the reaction was complete, a small amount of cyclopentene was added to the reaction mixture to remove the rests of Br2. The mixture was concentrated under reduced pressure and purified by quick Flash chromatography (Eluyent: 500 mL heptane:EtOAc, 2:1).

Workup

  1. customto remove the
  2. concentrationThe mixture was concentrated under reduced pressure
  3. custompurified by quick Flash chromatography (Eluyent: 500 mL heptane:EtOAc, 2:1)

Sources & evidence

ORD record
ord-4aca59d911b546eba2289e6708a6a0d2
Source dataset
uspto-grants-2014_04
Patent number
US08697862B2

Reaction notes

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