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

HRID 1429274

反応式

HRID 1429274 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 666303673,3-Bis(3-bromophenyl)azetidine収率 85%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
20 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-11d4c049b7ec4776905a10d64a87aac0
出典データセット
uspto-grants-2015_01
特許番号
US08937150B2

関連ノート

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