Morpholine → HCID 22182617, compound

HRID 23180Notes

Reaction equation

HRID 23180 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-21513c4f19684fa3a3563fb6a8c9960b
Source dataset
uspto-grants-2005_02
Patent number
US06849749B2

Reaction notes

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