Trifluoroacetic acid → HCID 67386573, compound
Reaction equation
C(OC([N:8]1[CH2:11][C:10]([C:14]#[N:15])([CH2:12][CH3:13])[CH2:9]1)=O)(C)(C)C.[F:16][C:17]([F:22])([F:21])[C:18]([OH:20])=[O:19]>ClCCl>[F:16][C:17]([F:22])([F:21])[C:18]([OH:20])=[O:19].[C:14]([C:10]1([CH2:12][CH3:13])[CH2:11][NH:8][CH2:9]1)#[N:15]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
In a round-bottomed flask, 3-cyano-3-ethyl-azetidine-1-carboxylic acid tert-butyl ester (0.40 g, 1.9 mmol) was dissolved in dichloromethane (12 mL). The light yellow solution was cooled to 0° C. and trifluoroacetic acid (4.4 mL) was slowly added. After the addition was complete, the ice bath was removed and the reaction mixture was stirred at room temperature for 1.5 h. The reaction mixture was concentrated to afford 3-cyano-3-ethyl-azetidine trifluoroacetate as a light yellow oil which was used without further purification.
Workup
- additionAfter the addition
- customthe ice bath was removed
- concentrationThe reaction mixture was concentrated
Sources & evidence
- ORD record
- ord-16e042f92a2b4fa9a44abd6e7500393c
- Source dataset
- uspto-grants-2013_08
- Patent number
- US08518945B2
Reaction notes
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