Thionyl Chloride → (S)-Methyl 2-aminobut-3-enoate hydrochloride
Reaction equation
[CH3:1][O:2][C:3](=[O:18])[C@@H:4]([NH:7]C(OCC1C=CC=CC=1)=O)[CH:5]=[CH2:6].S(Cl)([Cl:21])=O>CO>[ClH:21].[CH3:1][O:2][C:3](=[O:18])[C@@H:4]([NH2:7])[CH:5]=[CH2:6]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Carboxylic acid 62 (0.350 g, 2.56 mmol) was suspended in methanol (10 mL). This was cooled in ice and 20% (v/v) thionyl chloride was added portionwise. The solution was stirred in ice for 1 h and then at rt for 18 h before being concentrated in vacuo to afford a white solid, 0.388 g, (100%).
Workup
- temperatureThis was cooled in ice
- concentrationat rt for 18 h before being concentrated in vacuo
- customto afford a white solid, 0.388 g, (100%)
Sources & evidence
- ORD record
- ord-0d6d36e2bcde44e7bacf077b0f5c66b6
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09434762B2
Reaction notes
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