Morpholine → 2-(2-Hydroxyphenyl)-1-(4-morpholinyl)ethanone

HRID 1194000Notes

Reaction equation

HRID 1194000 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[O:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[CH2:9][C:8]1=[O:16]>C(O)C>[OH:7][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[CH2:9][C:8]([N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1)=[O:16]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 683822(3H)-Benzofuranone

Product 1

HCID 147733702-(2-Hydroxyphenyl)-1-(4-morpholinyl)ethanoneYield 90.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

27.3 g of morpholine are added in a single portion to a solution of 30 g of 2,3-dihydro-2-benzofuranone in 100 ml of ethanol, and the medium is stirred for 1 hour. The solvent is evaporated off under vacuum, the residual gum is taken up in isopropyl ether in the hot state and the medium is allowed to return to room temperature. The crystallized product is filtered, washed with isopropyl ether and dried. 45 g of white crystallized product are obtained.

Workup

  1. customThe solvent is evaporated off under vacuum
  2. customto return to room temperature
  3. filtrationThe crystallized product is filtered
  4. washwashed with isopropyl ether
  5. customdried

Sources & evidence

ORD record
ord-924612fcc2e142f389e5135b6236698f
Source dataset
uspto-grants-1989_03
Patent number
US04812469

Reaction notes

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