Benzyl Alcohol → HCID 23028732, compound

HRID 748704Notes

Reaction equation

HRID 748704 reaction equation
C1(N=C=NC2CCCCC2)CCCCC1.C(Cl)Cl.[F:19][C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:21]=1[C:27](=[CH2:31])[C:28]([OH:30])=[O:29].[CH2:32](O)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>CCCCCC.C(OCC)C>[F:19][C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][C:21]=1[C:27](=[CH2:31])[C:28]([O:30][CH2:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:29]

Participants

6

Reactant 4

HCID 244Benzyl AlcoholHCID 6344DichloromethaneHCID 10868DicyclohexylcarbodiimideHCID 23028634HCID 23028634, compound

Product 1

HCID 23028732HCID 23028732, compound

Reagents, catalysts & solvents 1

HCID 21584099Diethylether hexaneSolvent

Procedure

Under a nitrogen atmosphere, dicyclohexyl carbodiimide (206 mg, 1.0 mmol) was added to a methylene chloride solution (10 ml) of 2,5-difluorophenylacrylic acid (184 mg, 1 mmol), benzyl alcohol (104 ml, 1 mmol), and N,N-dimethylaminopyridine (36 mg, 0.3 mmol) at room temperature and the resulting mixture was stirred for 17 hours. After concentration of the reaction mixture under reduced pressure, 10 ml of hexane-diethyl ether (4:1) was added to the residue. The precipitate thus formed was filtered. The filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane:ethyl acetate=5:1), whereby the title compound (242 mg, 88%) was obtained.

Workup

  1. customThe precipitate thus formed
  2. filtrationwas filtered
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by silica gel chromatography (hexane:ethyl acetate=5:1), whereby the title compound (242 mg, 88%)
  5. customwas obtained

Sources & evidence

ORD record
ord-0a5ebbbfe73e4c66ab34ce26a4561b5a
Source dataset
uspto-grants-2008_07
Patent number
US07399775B2

Reaction notes

Loading…