Benzaldehyde → Heptanophenone

HRID 276161

Reaction equation

HRID 276161 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

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 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 various transition metal catalysts as shown in the following table 6 were added to each reactor. 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 various transition metal catalysts. The results are shown in Table 6, below.

Workup

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

Sources & evidence

ORD record
ord-0b2b3a60d24044dfbcbd6ee1f35c0342
Source dataset
uspto-grants-2002_03
Patent number
US06353139B1

Linked notes

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