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Trifluoroacetic acid → HCID 67386573, compound

HRID 1898569
Notes
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Reaction equation

HRID 1898569 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]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57516625Tert-butyl 3-cyano-3-ethylazetidine-1-carboxylate

Product 1

HCID 67386573HCID 67386573, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

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

  1. additionAfter the addition
  2. customthe ice bath was removed
  3. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-16e042f92a2b4fa9a44abd6e7500393c
Source dataset
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08518945B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes