1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 21480493, compound

HRID 1490044Notes

Reaction equation

HRID 1490044 reaction equation
[CH2:1]([O:3][C:4](=[O:25])[CH2:5][N:6]([CH2:17][CH2:18][O:19][CH:20]([O:22][CH2:23][CH3:24])[CH3:21])[S:7]([C:10]1[S:11][CH:12]=[CH:13][C:14]=1[CH:15]=O)(=[O:9])=[O:8])[CH3:2].C1CCN2C(=NCCC2)CC1.C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[CH2:23]([O:22][CH:20]([O:19][CH2:18][CH2:17][N:6]1[C:5]([C:4]([O:3][CH2:1][CH3:2])=[O:25])=[CH:15][C:14]2[CH:13]=[CH:12][S:11][C:10]=2[S:7]1(=[O:9])=[O:8])[CH3:21])[CH3:24]

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 516892Sodium BicarbonateHCID 21480504HCID 21480504, compound

Product 1

HCID 21480493HCID 21480493, compoundYield 91.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a mixture of the product from Step B (10.2 g, 25.9 mmol) and molecular sieves (10 g) in ethyl acetate (150 mL) was added DBU (1 mL). The mixture was stirred overnight at ambient temperature, poured into a sainted solution of sodium bicarbonate (150 mL), and the organic layer was separated, dried and evaporated to give an oil (8.89 g, 91%).

Workup

  1. customthe organic layer was separated
  2. customdried
  3. customevaporated

Sources & evidence

ORD record
ord-f961e7802c574f73b9a2710df2ebc2ee
Source dataset
uspto-grants-1997_10
Patent number
US05681834

Reaction notes

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