Propanal → HCID 86052041, compound

HRID 1432116Notes

Reaction equation

HRID 1432116 reaction equation
[CH:1](=O)[CH2:2][CH3:3].[CH3:5][O:6][C:7](=[O:9])[NH2:8].[CH2:10]([Si](C)(C)C)[CH:11]=C.B(F)(F)F.[CH3:21]COCC.C([O-])([O-])=O.[Na+].[Na+]>C(#N)C>[CH3:5][O:6][C:7](=[O:9])[NH:8][CH:2]([CH2:3][CH3:21])[CH2:1][CH:10]=[CH2:11]

Participants

7

Reactant 5

HCID 527PropanalHCID 8000Boron trifluoride etherateHCID 10340Sodium CarbonateHCID 11722Methyl CarbamateHCID 69808Allyltrimethylsilane

Product 1

HCID 86052041HCID 86052041, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a cooled solution of 11.6 g (0.2 mol) propionaldehyde, 15 g (0.2 mol) carbamic acid methyl ester and 22.92 g allyl trimethyl silane in 200 ml acetonitrile are added dropwise 28.4 g (0.2 mol) boron trifluoride etherate. After the addition the mixture is neutralised with 10% aqueous Na2CO3 and extracted with EtOAc. The organic phase is washed with water, dried with sodium sulfate, evaporated and distilled at 1 mbar, yielding the title compound as a colorless liquid.

Workup

  1. additionAfter the addition the mixture
  2. extractionextracted with EtOAc
  3. washThe organic phase is washed with water
  4. dry with materialdried with sodium sulfate
  5. customevaporated
  6. distillationdistilled at 1 mbar

Sources & evidence

ORD record
ord-afad189e8a534939ab75fea4ad0ea4ca
Source dataset
uspto-grants-2009_11
Patent number
US07612055B2

Reaction notes

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