Formaldehyde → 1-Naphthaldehyde
Reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH2:11]=[O:12].S(=O)(=O)(O)O.C(C1C=CC=CC=1)C>>[C:9]1([CH:11]=[O:12])[C:10]2[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=2)[CH:6]=[CH:7][CH:8]=1Participants
Conditions
- Temperature
- 100 °C
Procedure
A bottom-removable four-necked flask having an inner volume of 2 L and equipped with a Dimroth condenser, a thermometer and a stirring blade was charged with 288 g of naphthalene (2.25 mol, produced by Wako Pure Chemical Industries, Ltd.), 821 g of an aqueous 37% by mass formalin solution (10.1 mol as formaldehyde, produced by Mitsubishi Gas Chemical Company, Inc.) and 407 g of 98% by mass sulfuric acid (produced by Mitsubishi Gas Chemical Company, Inc.) in a nitrogen stream, and the content of the flask was reacted while stirring under reflux under ordinary pressure at about 100° C. for 7 hours. Thereto was added 500 g of ethylbenzene (produced by Wako Pure Chemical Industries, Ltd.) as a dilution solvent and left to still stand, and then an aqueous phase as a lower phase was removed. Furthermore, the resultant was subjected to neutralization and washing with water, ethylbenzene and unreacted naphthalene were distilled off under reduced pressure to thereby provide 379 g of a naphthalene formaldehyde resin as a light yellow solid.
Workup
- customA bottom-removable four-necked flask having
- customan inner volume of 2 L and equipped with a Dimroth condenser
- customthe content of the flask was reacted
- waitleft
- customan aqueous phase as a lower phase was removed
- washwashing with water, ethylbenzene and unreacted naphthalene
- distillationwere distilled off under reduced pressure
Sources & evidence
- ORD record
- ord-5e49a1c0b9344c6baa6b81ca7751e11c
- Source dataset
- uspto-grants-2015_12
- Patent number
- US09200105B2
Reaction notes
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