5-Fluoro-2-nitrophenol → HCID 58421507, compound

HRID 406053Notes

Reaction equation

HRID 406053 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([OH:8])[CH:7]=1.[CH:12]1(O)[CH2:16][CH2:15][CH:14]=[CH:13]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCOC(/N=N/C(OCC)=O)=O>C(Cl)Cl>[CH:15]1([O:8][C:6]2[CH:7]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=2[N+:9]([O-:11])=[O:10])[CH2:14][CH:13]=[CH:12][CH2:16]1

Participants

6

Reactant 4

HCID 99375-Fluoro-2-nitrophenolHCID 11776TriphenylphosphineHCID 2201642-Cyclopentene-1-olHCID 5462977Diethyl azodicarboxylate

Product 1

HCID 58421507HCID 58421507, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 5-fluoro-2-nitrophenol (1.57 g), 2-cyclopentenol (1.00 g) and triphenylphosphine (3.15 g) in methylene chloride (30.0 ml) was added at 0° C. diethylazodicarboxylate (1.89 ml). After stirring at room temperature overnight the reaction mixture was concentrated in vacuo. The residue was purified by chromatography to give the desired product.

Workup

  1. concentrationwas concentrated in vacuo
  2. customThe residue was purified by chromatography

Sources & evidence

ORD record
ord-8d40cfc0c3ee416484aec988b0284613
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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