Benzaldehyde → Heptanophenone

HRID 276165

Reaction equation

HRID 276165 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 6

HCID 240BenzaldehydeHCID 243Benzoic AcidHCID 1140TolueneHCID 6115AnilineHCID 115971-HexeneHCID 153472-Amino-3-methylpyridine

Product 1

HCID 74282Heptanophenone

Procedure

Under the same reaction procedure and conditions as in Example 1 (benzaldehyde 0.5 mmol, 2-amino-3-picoline 0.1mmol, aniline 0.3 mmol, bezoic acid 0.03 mmol, 1-hexene 2.5 mmol, toluene 0.87 mmol), the mixture in a 500 ml pressure reactor was stirred at normal temperature for 2-3 minutes and then combined with Rh(PPh3)3Cl 1 0.01 mmol. While the reactor was stopped with a stopper, the reactants were stirred at various temperatures (70-130° C.) as shown in the following table 10 for 1 hour. After completion of the reaction, gas chromatography was conducted to determine the yields of heptanophenone, products according to various temperatures and the results are given in Table 10, below.

Workup

  1. stirringthe reactants were stirred at various temperatures (70-130° C.)
  2. waitas shown in the following table 10 for 1 hour
  3. customAfter completion of the reaction, gas chromatography

Sources & evidence

ORD record
ord-513cbb7ec128432190a40b608fe0b8bb
Source dataset
uspto-grants-2002_03
Patent number
US06353139B1

Linked notes

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