Technology Process of sym-hydroxy
-16-crown-5
There total 4 articles about sym-hydroxy-16-crown-5 which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) 3 N aq. HCl, sodium nitrite, 2.) 48percent aq. fluoroboric acid / 1.) 0-5 deg C, 2.) 20 min
2: 61 percent / bromotrichloromethane, KOAc, 18-crown-6 / tetrahydrofuran / 3 h / Ambient temperature
3: 1.) Mg, I2 / 1.) Et2O, RT, 2.) Et2O, -60 deg C, 0.5 h
4: 79 percent / 1 N aq. NaOH / methanol; CH2Cl2 / 24 h
5: 1.) NaH / 1.) THF, 40 deg C, 0.5 h, 2.) reflux, 20 h
With
hydrogenchloride; sodium hydroxide; tetrafluoroboric acid; 18-crown-6 ether; Bromotrichloromethane; iodine; potassium acetate; sodium hydride; magnesium; sodium nitrite;
In
tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00380a012
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 1.) Mg, I2 / 1.) Et2O, RT, 2.) Et2O, -60 deg C, 0.5 h
2: 79 percent / 1 N aq. NaOH / methanol; CH2Cl2 / 24 h
3: 1.) NaH / 1.) THF, 40 deg C, 0.5 h, 2.) reflux, 20 h
With
sodium hydroxide; iodine; sodium hydride; magnesium;
In
methanol; dichloromethane;
DOI:10.1021/jo00380a012
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 79 percent / 1 N aq. NaOH / methanol; CH2Cl2 / 24 h
2: 1.) NaH / 1.) THF, 40 deg C, 0.5 h, 2.) reflux, 20 h
With
sodium hydroxide; sodium hydride;
In
methanol; dichloromethane;
DOI:10.1021/jo00380a012
