HCID 178472436, compound → HCID 178472435, compound
Reaction equation
[ClH:1].[NH2:2][C@H:3]1[CH2:8][CH2:7][C@H:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:5][CH2:4]1.N[C@H]1CC[C@H](C(O)=O)CC1>>[ClH:1].[CH2:12]([O:11][C:9]([C@H:6]1[CH2:7][CH2:8][C@@H:3]([NH2:2])[CH2:4][CH2:5]1)=[O:10])[CH3:13]Participants
3
Procedure
19.3 mL of concentrated hydrochloric acid (2.8 eq) was added to a solution of cis-4-aminocyclohexane carboxylic acid (10 g, 69.83 mmol) in anhydrous ethyl alcohol (250 mL). Mixture was stirred overnight at about 60° C. and then cooled to room temperature. Solvent was evaporated in vacuo. Crude material was then redissolved in acetonitrile, sonicated, and concentrated to a solid in vacuo. This acetonitrile wash was repeated three times to obtain 11.5 g of while solid (96% yield). Trans-ethyl 4-aminocyclohexanecarboxylate hydrochloride can be prepared following the same procedure using trans-4-aminocyclohexane carboxylic acid.
Sources & evidence
- ORD record
- ord-a424c350cc624310ba161085c814fd7c
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09187479B2
Reaction notes
Loading…