Morpholine → HCID 10158822, compound

HRID 1797281Notes

Reaction equation

HRID 1797281 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Br[CH2:8]/[CH:9]=[CH:10]/[Sn:11]([CH2:20][CH2:21][CH2:22][CH3:23])([CH2:16][CH2:17][CH2:18][CH3:19])[CH2:12][CH2:13][CH2:14][CH3:15]>CN(C=O)C>[CH2:20]([Sn:11]([CH2:16][CH2:17][CH2:18][CH3:19])([CH2:12][CH2:13][CH2:14][CH3:15])/[CH:10]=[CH:9]/[CH2:8][N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1)[CH2:21][CH2:22][CH3:23]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 10905679167288-95-1

Product 1

HCID 10158822HCID 10158822, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of morpholine (637 mg) and [(1E)-3-bromoprop-1-enyl](tributyl)stannane (1.00 g) in dry DMF (8.0 mL) was stirred for 24 h at 20° C. The reaction mixture was quenched with saturated Na2SO4(aq.). Extraction with Et2O and drying (MgSO4) of the organic phase gave, after concentration in vacuo, the crude product. Purification was done by chromatography eluting with petroleum ether/EtOAc 10:1 to afford the title compound as a liquid.

Workup

  1. customThe reaction mixture was quenched with saturated Na2SO4(aq.)
  2. extractionExtraction with Et2O
  3. dry with materialdrying (MgSO4) of the organic phase
  4. customgave
  5. concentrationafter concentration in vacuo
  6. customPurification
  7. washeluting with petroleum ether/EtOAc 10:1

Sources & evidence

ORD record
ord-4cec6ce0707346c2b21285d648574689
Source dataset
uspto-grants-2006_04
Patent number
US07034015B2

Reaction notes

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