Morpholine → HCID 14882494, compound

HRID 1197114Notes

Reaction equation

HRID 1197114 reaction equation
[C:1]([O:13]CC)(=O)[CH2:2][CH2:3][C:4]1[CH:11]=[CH:10][C:8]([OH:9])=[C:6]([OH:7])[CH:5]=1.[NH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1>>[OH:7][C:6]1[CH:5]=[C:4]([CH2:3][CH2:2][C:1]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)=[O:13])[CH:11]=[CH:10][C:8]=1[OH:9]

Participants

3

Reactant 2

HCID 8083MorpholineHCID 77586Ethyl 3-(3,4-dihydroxyphenyl)propionate

Product 1

HCID 14882494HCID 14882494, compoundYield 103.2%

Conditions

Temperature
150 °C

Procedure

' 3 g of ethyl dihydrocaffeate was mixed with 3 g of morpholine, and the mixture was then heated with stirring at 150° C. for 2 hours. After cooling, the reaction solution was concentrated, and the resultant residue was then purified through a silica gel column chromatography. Elution was then carried out with a mixture of chloroform:methanol=20:1, thereby obtaining 3.7 g of N-[3-(3,4-dihydroxyphenyl)propionyl]morpholine having a melting point of from 211° to 213° C.

Workup

  1. temperaturethe mixture was then heated
  2. temperatureAfter cooling
  3. concentrationthe reaction solution was concentrated
  4. customthe resultant residue was then purified through a silica gel column chromatography
  5. washElution
  6. additionwas then carried out with a mixture of chloroform

Sources & evidence

ORD record
ord-935f9d77ca2b4bf7aaa8f0780297f62f
Source dataset
uspto-grants-1992_05
Patent number
US05116979

Reaction notes

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