Trifluoroacetic acid → Azetidin-3-ylmethyl (2-nitro-5-(thiophen-2-yl)phenyl)carbamate

HRID 2201687ノート

反応式

HRID 2201687 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)=[CH:6][C:5]=1[NH:15][C:16]([O:18][CH2:19][CH:20]1[CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21]1)=[O:17])([O-:3])=[O:2].C(O)(C(F)(F)F)=O>ClCCl>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)=[CH:6][C:5]=1[NH:15][C:16](=[O:17])[O:18][CH2:19][CH:20]1[CH2:21][NH:22][CH2:23]1)([O-:3])=[O:2]

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 70981903Tert-butyl 3-((((2-nitro-5-(thiophen-2-yl)phenyl)carbamoyl)oxy)methyl)azetidine-1-carboxylate

生成物 1

HCID 71007325Azetidin-3-ylmethyl (2-nitro-5-(thiophen-2-yl)phenyl)carbamate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of tert-butyl 3-((((2-nitro-5-(thiophen-2-yl)phenyl)carbamoyl)oxy)methyl)azetidine-1-carboxylate (0.50 g, 1.15 mmol, 1 eq.) in dichloromethane (10 mL) was added TFA (3 mL) at 0° C. The reaction was stirred at room temperature for 2 h. The reaction was concentrated under reduced pressure. A saturated solution of sodium bicarbonate was added. The obtained solid was filtered and dried under reduced pressure to afford azetidin-3-ylmethyl (2-nitro-5-(thiophen-2-yl)phenyl)carbamate (0.35 g, 91%

後処理

  1. concentrationThe reaction was concentrated under reduced pressure
  2. additionA saturated solution of sodium bicarbonate was added
  3. filtrationThe obtained solid was filtered
  4. customdried under reduced pressure

出典と根拠

ORDレコード
ord-d3733dd65a1843448221c25a92cf9295
出典データセット
uspto-grants-2016_06
特許番号
US09365498B2

反応ノート

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