Morpholine → HCID 22182617, compound

HRID 1796730Notes

Reaction equation

HRID 1796730 reaction equation
Cl[C:2]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[C:9](=[O:10])[O:8][CH2:7]2)=[O:3].[NH:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1.C(N(CC)CC)C>C1COCC1>[N:14]1([C:2]([C:4]2[CH:5]=[C:6]3[C:11](=[CH:12][CH:13]=2)[C:9](=[O:10])[O:8][CH2:7]3)=[O:3])[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1

Participants

5

Reactant 3

HCID 8083MorpholineHCID 8471TriethylamineHCID 98155555-Chlorocarbonylphthalide

Product 1

HCID 22182617HCID 22182617, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution-of 5-chlorocarbonylphthalid (39 g, 0.2 mole) in THF (400 ml) is added to a solution of morpholine (22 g, 0.25 mole) and triethylamine (26 g, 0.25 mole) in THF (200 ml) at 0° C. The mixture is stirred for 1 hour and is allowed to warm to room temperature. The reaction mixture is then poured into ice water (500 ml). THF is evaporated off in vacuo and the pH of the solution is adjusted to pH=2. The solution is cooled to 5° C. and the precipitated crystals are filtred off and washed with water (100 ml).

Workup

  1. customTHF is evaporated off in vacuo
  2. temperatureThe solution is cooled to 5° C.
  3. washwashed with water (100 ml)

Sources & evidence

ORD record
ord-5baa6e3ec5414ef78ba5c41e167b90f1
Source dataset
uspto-grants-2006_04
Patent number
US07030252B2

Reaction notes

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