Hydrochloric Acid → HCID 9920723, compound
Reaction equation
CC1(C)[N:6](C(OC(C)(C)C)=O)[CH:5]([CH2:14][CH2:15][C:16]2[CH:20]=[CH:19][S:18][CH:17]=2)[CH2:4][O:3]1.Cl>O1CCOCC1>[NH2:6][C@H:5]([CH2:14][CH2:15][C:16]1[CH:20]=[CH:19][S:18][CH:17]=1)[CH2:4][OH:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 20 °C
Procedure
A suspension of 1.8 g of tert-butyl 2.2-dimethyl-4-(2-thien-3-yl-ethyl)-oxazolidine-3-carboxylate in 5 mL of an aqueous solution of 5N hydrochloric acid and 5 mL of dioxane is stirred at a temperature of about 20° C. for 3 hours. The reaction mixture is then concentrated under reduced pressure (2 kPa) at a temperature of about 40° C. About 1.3 g of (2R)-2-amino-4-(3-thienyl)-1-butanol, chlorhydrate are obtained in the form of a thick oil. [1H NMR spectrum (300 MHz, (CD3)2SO d6, δ in ppm): from 1.70 to 1.95 (mt, 2H); 2.70 (t large, J=8 Hz, 2H); 3.05 (mt, 1H); 3.50 (dd, J=11 and 6 Hz, 1H); 3.64 (dd, J=11 and 4 Hz, 1H); 7.02 (dd, J=5 and 1.5 Hz, 1H); 7.23 (d large, J=3 Hz, 1H); 7.49 (dd, J=5 and 3 Hz, 1H); 8.02 (mf, 3H)].
Workup
- concentrationThe reaction mixture is then concentrated under reduced pressure (2 kPa) at a temperature of about 40° C
Sources & evidence
- ORD record
- ord-2b55ba10f99a4b0491248fd3cc4a9ace
- Source dataset
- uspto-grants-2005_03
- Patent number
- US06872740B2
Reaction notes
Loading…