Benzaldehyde → Heptanophenone

HRID 276163

Reaction equation

HRID 276163 reaction equation
[CH:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.NC1C(C)=CC=CN=1.N[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(O)(=O)C1C=CC=CC=1.C=CCCCC>C1(C)C=CC=CC=1>[C:1]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)(=[O:8])[CH2:22][CH2:23][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

7

Reactant 5

HCID 240BenzaldehydeHCID 243Benzoic AcidHCID 6115AnilineHCID 115971-HexeneHCID 153472-Amino-3-methylpyridine

Product 1

HCID 74282Heptanophenone

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
130 °C

Procedure

Under the same reaction procedure and conditions as in Example 1 (benzaldehyde 0.5 mmol, 2-amino-3-picoline 0.1 mmol, aniline 0.3 mmol, bezoic acid 0.03 mmol), 1-hexene and toluene at various amounts as shown in the following table 8, were added to each 500 ml pressure reactor. The mixture was stirred at normal temperature for 2-3 minutes and then combined with Rh(PPh3)3Cl 0.01 mmol. While the reactor was stopped with a stopper, the reactants were heated at 130 ° C. for 1 hour with stirring. After completion of the reaction, gas chromatography was conducted to determine the yields of heptanophenone, products according to 1-hexene and toluene of various amounts. The results are given in Table 8, below.

Workup

  1. additionwere added to each 500 ml pressure reactor
  2. stirringwith stirring
  3. customAfter completion of the reaction, gas chromatography

Sources & evidence

ORD record
ord-e56a499df361484da4911e91fe4f2d06
Source dataset
uspto-grants-2002_03
Patent number
US06353139B1

Linked notes

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