Water → HCID 14993984, compound

HRID 1729148Notes

Reaction equation

HRID 1729148 reaction equation
[CH2:1]([Si:4]([CH3:7])([CH3:6])[CH3:5])[CH:2]=[CH2:3].[C:8]([O:11][CH2:12][C:13](Cl)=[N:14][OH:15])(=O)[CH3:9].C(N(CC)CC)C.[OH2:24]>CCOCC>[CH3:5][Si:4]([CH2:1][CH:2]1[O:15][N:14]=[C:13]([C:12]([O:11][CH2:8][CH3:9])=[O:24])[CH2:3]1)([CH3:7])[CH3:6]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 69808AllyltrimethylsilaneHCID 86601553HCID 86601553, compound

Product 1

HCID 14993984HCID 14993984, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

3.43 g of allyltrimethylsilane and 4.55 g of chloroximinoethyl acetate are introduced into 150 ml of ether. 3.03 g of triethylamine in 150 ml of ether are then slowly added dropwise. Water is subsequently added, and the mixture is extracted several times using ether. The ether phase is dried over MgSO4, and the ether is subsequently stripped off on a Rotavapor. Separation over a silica gel column (solvent: n-heptane:ether acetate=8:2) gives 4.2 g of the desired pure substance of a refractive index nD20 -1.462

Workup

  1. extractionthe mixture is extracted several times
  2. dry with materialThe ether phase is dried over MgSO4
  3. customSeparation over a silica gel column (solvent: n-heptane:ether acetate=8:2)
  4. customgives 4.2 g of the desired pure substance of a refractive index

Sources & evidence

ORD record
ord-91856b616981411c8305b6b54bd81160
Source dataset
uspto-grants-1994_07
Patent number
US05332715

Reaction notes

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