Benzaldehyde → Heptanophenone

HRID 276159

Reaction equation

HRID 276159 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=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

6

Reactant 5

HCID 240BenzaldehydeHCID 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, 1-hexene 2.5 mmol, toluene 0.87 mmol), various kinds of acids 0.03 mmol as shown in the following table 4, 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 from various acids and the results are given in Table 4, 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-b296be3fff6448d797d667f8a2c2c3d6
Source dataset
uspto-grants-2002_03
Patent number
US06353139B1

Linked notes

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