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

HRID 522878노트

반응식

HRID 522878 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 673546353-(1-(4-Chlorophenoxy)ethyl)azetidine수율 60%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-73f6ca2024eb4202a5dbc331b3cdd8b9
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09334269B2

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