Ethyl 3-[4-(benzyloxy)anilino]but-2-enoate → HCID 178428855, compound

HRID 408648Notes

Reaction equation

HRID 408648 reaction equation
C(O[C:4](=[O:23])[CH:5]=[C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:11][CH:10]=1)[CH3:7])C>C1C(Cl)=CC=C(Cl)C=1.CCCCC>[CH2:16]([O:15][C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:6]([CH3:7])[CH:5]=[C:4]2[OH:23])[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 1

HCID 68726629Ethyl 3-[4-(benzyloxy)anilino]but-2-enoate

Product 1

HCID 178428855HCID 178428855, compound

Reagents, catalysts & solvents 2

HCID 46851,4-DichlorobenzeneSolventHCID 8003PentaneSolvent

Procedure

3-(4-Benzyloxyphenylamino)but-2-enoic acid ethyl ester (3.1 g; see step (i) above) in dichlorobenzene (12 mL) was heated in a microwave at 220° C. for 45 minutes. The reaction mixture was diluted with pentane and the resulting precipitate was filtered, washed with pentane and dried to give 6-benzyloxy-4-hydroxy-2-methyl-quinoline.

Workup

  1. filtrationthe resulting precipitate was filtered
  2. washwashed with pentane
  3. customdried

Sources & evidence

ORD record
ord-0168d2f7280c4f72a076d705b56ec486
Source dataset
uspto-grants-2014_06
Patent number
US08759348B2

Reaction notes

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