Trifluoroacetic acid → 3,3-Bis(3-bromophenyl)azetidine

HRID 1429274

반응식

HRID 1429274 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:8]2([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([Br:26])[CH:21]=3)[CH2:11][N:10](P(=O)(OCC)OCC)[CH2:9]2)[CH:5]=[CH:6][CH:7]=1.C(O)(C(F)(F)F)=O>ClCCl>[Br:1][C:2]1[CH:3]=[C:4]([C:8]2([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([Br:26])[CH:21]=3)[CH2:9][NH:10][CH2:11]2)[CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 58032038Diethyl 3,3-bis(3-bromophenyl)azetidin-1-ylphosphonate

생성물 1

HCID 666303673,3-Bis(3-bromophenyl)azetidine수율 85%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
20 °C

실험 절차

To a solution of diethyl 3,3-bis(3-bromophenyl)azetidin-1-ylphosphonate (960 mg, 1.9 mmol) in anhydrous dichloromethane (5 mL) under N2 was added TFA (5 mL). The mixture was stirred at 20° C. for 3 h, then concentrated by rotary evaporation. The residue was dissolved in dichloromethane (20 mL) and washed with aq. NaHCO3 (30 mL). The organic layer was dried and concentrated to afford 595 mg of the title compound (1.6 mmol, 85%) as a yellow oil which was used directly to next step without purification. LC/MS: [M+1]=368.

후처리

  1. concentrationconcentrated by rotary evaporation
  2. dissolutionThe residue was dissolved in dichloromethane (20 mL)
  3. washwashed with aq. NaHCO3 (30 mL)
  4. customThe organic layer was dried
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-11d4c049b7ec4776905a10d64a87aac0
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08937150B2

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