Diethyl Ether → HCID 69060015, compound
Reaction equation
[ClH:1].[NH2:2][C@H:3]1[CH:8]=[CH:7][CH2:6][CH2:5][C@H:4]1[C:9]([OH:11])=[O:10].[CH3:12][Si](C=[N+]=[N-])(C)C.C(OCC)C>CO.C1C=CC=CC=1>[ClH:1].[CH3:12][O:10][C:9]([CH:4]1[CH2:5][CH2:6][CH:7]=[CH:8][CH:3]1[NH2:2])=[O:11]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 0 °C
Procedure
cis-2-Amino-cyclohex-3-enecarboxylic acid hydrochloride (0.5 g, 2.8 mmol) was dissolved in a mixture of methanol (12 mL) and benzene (12 mL) at 25° C., cooled to 0° C., a 2.0 M solution of (trimethylsilyl)diazomethane in diethyl ether (4.2 mL, 8.4 mmol) was added slowly, and, after removing the ice-bath, the reaction mixture was stirred at 25° C. for 6 h. The reaction mixture was concentrated in vacuo, to afford the desired crude product, 2-amino-cyclohex-3-enecarboxylic acid methyl ester hydrochloride, which was used in the next step without further purification.
Workup
- customafter removing the ice-bath
- concentrationThe reaction mixture was concentrated in vacuo
Sources & evidence
- ORD record
- ord-ebd2195f92424d97a03f4c30e508dc3c
- Source dataset
- uspto-grants-2009_09
- Patent number
- US07582626B2
Reaction notes
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