Hydrochloric Acid → HCID 86737100, compound
Reaction equation
[ClH:1].[NH2:2][C@H:3]([C:6]([OH:8])=[O:7])[CH2:4][SH:5].Cl.[CH2:10](O)[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]>>[ClH:1].[CH2:10]([O:7][C:6](=[O:8])[C@H:3]([CH2:4][SH:5])[NH2:2])[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]Participants
4
Procedure
L-Cysteine hydrochloride (78.5 g) was added to 150 ml of hexanol saturated with dry HCl gas. The mixture was heated under reflux overnight. The solution was evaporated to about half of the total volume, and then ethyl ether (150 ml) was added. The solution gave crystals when it was cooled. The crystals were filtered and were then recyrstallized from ethyl acetate; yield 45 g; mp 89°-90° C.; IR (KBr) 1745 cm-1 ; NMR (CDCl3) δ9.2-8.4 (b, 3, NH3⊕), 4.7 (t, 1, --CH--), 4.3 (t, 2, --OCH2 --), 3.4 (b, 2, CH2S--), 1.0-3.0 (m, 8), 1.0 (t, 3-, CH3).
Workup
- temperatureThe mixture was heated
- temperatureunder reflux overnight
- customThe solution was evaporated to about half of the total volume
- additionethyl ether (150 ml) was added
- customThe solution gave crystals when it
- temperaturewas cooled
- filtrationThe crystals were filtered
Sources & evidence
- ORD record
- ord-da70b1e440dc48ef80b2de4959bd5d88
- Source dataset
- uspto-grants-1981_05
- Patent number
- US04268441
Reaction notes
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