Phenylacetic Acid → HCID 21962786, compound

HRID 2212003Notes

Reaction equation

HRID 2212003 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][O:15][CH:14]([CH2:18][NH2:19])[CH2:13]2)[CH:5]=[CH:6][C:7]=1[Cl:8].[C:20]1([CH2:26][C:27](O)=[O:28])[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CN1CCCC1=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][O:15][CH:14]([CH2:18][NH:19][C:27](=[O:28])[CH2:26][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:13]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 999Phenylacetic AcidHCID 21962989HCID 21962989, compound

Product 1

HCID 21962786HCID 21962786, compoundYield 9.6%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

A mixture of Intermediate 7 (0.030 g) and phenylacetic acid (0.015 g) was treated with 1-methyl-2-pyrrolidinone (0.015 ml) then heated in a 600 W microwave oven, at full power, for 4 min. The crude mixture was purified by chromatography on silica gel (Varian Bond-Elut, 1 g) eluting with cyclohexane/ethyl acetate (4:1 followed by 2:1) to give thetitle compound as a colourless gum (0.004 g).

Workup

  1. temperaturethen heated in a 600 W microwave oven, at full power, for 4 min
  2. customThe crude mixture was purified by chromatography on silica gel (Varian Bond-Elut, 1 g)
  3. washeluting with cyclohexane/ethyl acetate (4:1 followed by 2:1)

Sources & evidence

ORD record
ord-c590f86b269d49faabf3b7984646098f
Source dataset
uspto-grants-2006_09
Patent number
US07101882B2

Reaction notes

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