Trifluoroacetic acid → 3-(1-(4-Chlorophenoxy)ethyl)azetidine

HRID 522878ノート

反応式

HRID 522878 の反応式
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][CH:7]([CH:9]2[CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10]2)[CH3:8])=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH:7]([CH:9]2[CH2:10][NH:11][CH2:12]2)[CH3:8])=[CH:20][CH:21]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 86685242Tert-butyl 3-(1-(4-chlorophenoxy)ethyl)-azetidine-1-carboxylate

生成物 1

HCID 673546353-(1-(4-Chlorophenoxy)ethyl)azetidine収率 60%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a flask charged with tert-butyl 3-(1-(4-chlorophenoxy)ethyl)azetidine-1-carboxylate (140 mg, 0.449 mmol) was added CH2Cl2 (1796 μL) followed by TFA (242 μL, 3.14 mmol). The reaction mixture was stirred at RT for 72 h. The yellow solution was dried under reduced pressure and purified with a 2 g SCX-2 column loading and washing with MeOH, then washing with 2M NH3 in MeOH to afford 3-(1-(4-chlorophenoxy)ethyl)azetidine (57 mg, 0.269 mmol, 60.0% yield, about 10% impurity present) as a light pink oil.

後処理

  1. customThe yellow solution was dried under reduced pressure
  2. custompurified with a 2 g SCX-2 column loading
  3. washwashing with MeOH
  4. washwashing with 2M NH3 in MeOH

出典と根拠

ORDレコード
ord-73f6ca2024eb4202a5dbc331b3cdd8b9
出典データセット
uspto-grants-2016_05
特許番号
US09334269B2

反応ノート

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