Benzaldehyde → HCID 21626139, compound

HRID 1365593Notes

Reaction equation

HRID 1365593 reaction equation
[NH2:1][C@H:2]([CH2:6][OH:7])[CH:3]([CH3:5])[CH3:4].[CH:8](=O)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>C1(C)C(C)=CC=CC=1>[C:9]1([C:8]2[O:7][CH2:6][CH:2]([CH:3]([CH3:5])[CH3:4])[N:1]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 240BenzaldehydeHCID 640993L-Valinol

Product 1

HCID 21626139HCID 21626139, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
150 °C

Procedure

L-Valinol (206 mg, 2 mmol), benzaldehyde (0.205 ml, 2 mmol), 250 mg of an oxidation catalyst and 4 ml of xylene as solvent were charged into a 100 ml three-neck flask, and were stirred at 150° C. for 67 hours under an oxygen atmosphere. The reaction mixture was filtered through a cotton plug, and then the oxidation catalyst was washed with ethyl acetate. After the filtrate was condensed with a rotary evaporator, the product was separated by silica gel column chromatography. A resulting colorless liquid was weighed and the yield thereof was defined as a reaction yield.

Workup

  1. filtrationThe reaction mixture was filtered through a cotton plug
  2. washthe oxidation catalyst was washed with ethyl acetate
  3. customcondensed
  4. customwith a rotary evaporator
  5. customthe product was separated by silica gel column chromatography
  6. customthe yield
  7. customyield

Sources & evidence

ORD record
ord-9a3ee6f31ad44e3381a1be7746710990
Source dataset
uspto-grants-2011_02
Patent number
US07893004B2

Reaction notes

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