Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | (1S,3S)-3-Aminocyclohexanecarboxylic acid | HCID 7005077 | — |
| Product | HCID 67070431 | HCID 67070431 | 90.9% |
Reaction Steps
Thionyl chloride (0.6 ml) was added to a solution of trans-3-amino-cyclohexane carboxylic acid (0.5 g, 2.8 mmol) in MeOH (20 ml) at 0° C. The reaction mixture was heated to 65° C. and concentrated in vacuum. The resulting residue was partitioned between saturated sodium bicarbonate (10 ml) and extracted with ethyl acetate. The combined organic layer was washed with brine solution, dried over anhydrous sodium sulfate, filtered and concentrated under vacuum to afford 400 mg (90.9%) of trans-methyl 3-aminocyclohexanecarboxylate as colorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09067888B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-4ffefa96337e4496910b8a945ac43941 |
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| Source note | uspto-grants-2015_06 |
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