反应详情

温度

110 °C

A solution of (S)-3-hydroxymethyl-1,2,3,4-tetrahydroisoquinoline (41 g) in a mixture of 34 N sulphuric acid (13 cc) and water (70 cc) is heated at 110° C. Water (about 50 cc) is distilled off and the residue is then concentrated at 100° C. under reduced pressure (20 mm Hg). The brown oily residue is taken up in a mixture of 34 N sulphuric acid (13 cc) and water (70 cc). Water (50 cc) is again distilled off, the mixture is then concentrated as described above, and the concentration process is concluded at 100° C. under reduced pressure (1 mm Hg). The residue, which crystallises on cooling, is recrystallised from a mixture of ethanol (140 cc) and water (60 cc). After cooling for 15 hours at about 5° C., the resulting crystals are filtered off and washed with a mixture (20 cc) of ethanol and water (3-1 by volume) and then with ethanol (2×25 cc). After drying at 60° C. under reduced pressure (1 mm Hg), (S)-3-hydroxysulphonyloxymethyl-1,2,3,4-tetrahydroisoquinoline (48 g) is obtained in the form of white crystals.

1. distillationWater (about 50 cc) is distilled off
2. concentrationthe residue is then concentrated at 100° C. under reduced pressure (20 mm Hg)
3. additionThe brown oily residue is taken up in a mixture of 34 N sulphuric acid (13 cc) and water (70 cc)
4. distillationWater (50 cc) is again distilled off
5. concentrationthe mixture is then concentrated
6. customis concluded at 100° C. under reduced pressure (1 mm Hg)
7. customThe residue, which crystallises
8. temperatureon cooling
9. customis recrystallised from a mixture of ethanol (140 cc) and water (60 cc)
10. temperatureAfter cooling for 15 hours at about 5° C.
11. filtrationthe resulting crystals are filtered off
12. washwashed with a mixture (20 cc) of ethanol and water (3-1 by volume)
13. customAfter drying at 60° C. under reduced pressure (1 mm Hg)