Sodium Hydroxide → HCID 13912214, compound

Temperature

5 °C

62.29 g (0.2 mol) of N-(2-methoxy-3,4-methylenedioxybenzyl)-N-methylaminoacetaldehyde diethylacetal (3) was dissolved in 400 ml of 6N sulfuric acid and the solution was stirred under heating at 76°-78° C. for 1.5 hour. The solution was cooled and added with 25% aqueous solution of sodium hydroxide at a temperature below 30° C. to make the pH of the solution about 11. Then the solution was extracted with 200 ml and then with 100 ml of methylene chloride successively. The extracts were joined, washed with 100 ml of water and then dried over anhydrous mgnesium sulfate. The salt was filtered out and the magnesium was concentrated under reduced pressure. The residue was added with 120 ml of ethanol and dissolved by heating. Then, the solution was cooled to 5° C. to be crystalized. These crystals are filtered out, washed with 30 ml of cold ethanol and dried under a reduced pressure to obtain 38.09 g of 4-hydroxy- 8-methoxy-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline (m.p. 151°-153° C., yield: 80.3%).

1. temperatureunder heating at 76°-78° C. for 1.5 hour
2. temperatureThe solution was cooled
3. extractionThen the solution was extracted with 200 ml
4. washwashed with 100 ml of water
5. dry with materialdried over anhydrous mgnesium sulfate
6. filtrationThe salt was filtered out
7. concentrationthe magnesium was concentrated under reduced pressure
8. additionThe residue was added with 120 ml of ethanol
9. dissolutiondissolved
10. temperatureby heating
11. customto be crystalized
12. filtrationThese crystals are filtered out
13. washwashed with 30 ml of cold ethanol
14. customdried under a reduced pressure

ORD record

ord-a4981ea681cc4b0b883749040c0c7b0d

Source dataset

uspto-grants-1988_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04760145