Morpholine → N-(2-cycloheptenyl)morpholine

HRID 247616Notes

Reaction equation

HRID 247616 reaction equation
Br[CH:2]1[CH2:8][CH2:7][CH2:6][CH2:5][CH:4]=[CH:3]1.C(N(CC)CC)C.[NH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1>C(Cl)(Cl)Cl>[CH:2]1([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[CH2:8][CH2:7][CH2:6][CH2:5][CH:4]=[CH:3]1

Participants

5

Reactant 3

HCID 8083MorpholineHCID 8471TriethylamineHCID 124538813-Bromocyclohept-1-ene

Product 1

HCID 13474806N-(2-cycloheptenyl)morpholineYield 50.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 3-bromocycloheptene (1.75 g, 10 mmoles), triethylamine (1.01 g, 10 mmoles), morpholine (0.87 g, 10 mmoles) and chloroform (10 ml) was heated under reflux for 3 hours. After completion of the refluxing, the reaction mixture was after-treated as usual and purified by chromatography to obtain 0.91 g of N-(2-cycloheptenyl)morpholine [Compound (3)].

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 3 hours
  3. additionAfter completion of the refluxing, the reaction mixture was after-treated as usual and
  4. custompurified by chromatography

Sources & evidence

ORD record
ord-3cf232795ff34acfaaa551c7010920ce
Source dataset
uspto-grants-1987_11
Patent number
US04709052

Reaction notes

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