Hydrochloric Acid → 6-Hydroxy-1,3-dioxaindane-5-carbaldehyde
Reaction equation
[CH2:1]1[O:5][C:4]2[CH:6]=[C:7]([OH:10])[CH:8]=[CH:9][C:3]=2[O:2]1.C1N2CN3CN(C2)CN1C3.Cl.FC(F)(F)[C:24](O)=[O:25]>>[OH:10][C:7]1[C:8]([CH:24]=[O:25])=[CH:9][C:3]2[O:2][CH2:1][O:5][C:4]=2[CH:6]=1Participants
5
Procedure
In a 500 mL recovery flask, 10.0 g (72.4 mmol) of sesamol (manufactured by Tokyo Chemical Industry Co., Ltd.) and 15.2 g (109 mmol, 1.5 eq) of hexamethylenetetramine (manufactured by Tokyo Chemical Industry Co., Ltd.) were dissolved in 100 ml of trifluoroacetic acid (manufactured by Kanto Chemical Co., Inc.) and reacted at 95° C. for 10 hours. After the reaction was completed, in an ice bath, 200 ml of 1 N hydrochloric acid was added thereto and the resultant was stirred for minutes. After the stirring was completed, the resultant was extracted with chloroform to obtain an extract. The extract was washed with hydrochloric acid and saturated saline, thereby obtaining 2.38 g (14.3 mmol) of 6-hydroxy-3,4-methylenedioxybenzaldehyde.
Workup
- customreacted at 95° C. for 10 hours
- customAfter the reaction was completed, in an ice bath
- extractionthe resultant was extracted with chloroform
- customto obtain an extract
- washThe extract was washed with hydrochloric acid and saturated saline
Sources & evidence
- ORD record
- ord-1a60e20935924db8928e9e6dde723467
- Source dataset
- uspto-grants-2014_04
- Patent number
- US08697332B2
Reaction notes
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