Water → Methyl 2-amino-2-(2-iodophenyl)acetate

HRID 660570

反応式

HRID 660570 の反応式
[CH3:1][O:2][C:3](=[O:15])[CH:4]([N:12]=[N+]=[N-])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[I:11].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O>C1COCC1>[CH3:1][O:2][C:3](=[O:15])[CH:4]([NH2:12])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[I:11]

参加物

5

反応物 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 86632577HCID 86632577、化合物

生成物 1

HCID 68840368Methyl 2-amino-2-(2-iodophenyl)acetate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of azido-(2-iodophenyl)-acetic acid methyl ester in THF (100 mL) is added triphenylphosphine (28.5 g, 109 mmol) in portions. The mixture is stirred at RT for 2 h then water (4 mL) is added and is heated to reflux. The solvent is removed under reduced pressure and ether (50 mL) is added followed by 2N HCl until acidic. The aqueous phase is washed with methylene chloride then is concentrated and basified with NaOH/ice until pH 12. The mixture is extracted with methylene chloride (3×200 mL) and the combined organic phases are dried over sodium sulfate. The solvent is removed under reduced pressure to give the title compound.

後処理

  1. temperatureis heated to reflux
  2. customThe solvent is removed under reduced pressure and ether (50 mL)
  3. additionis added
  4. washThe aqueous phase is washed with methylene chloride
  5. concentrationthen is concentrated
  6. extractionThe mixture is extracted with methylene chloride (3×200 mL)
  7. dry with materialthe combined organic phases are dried over sodium sulfate
  8. customThe solvent is removed under reduced pressure

出典と根拠

ORDレコード
ord-3fdcbc5ba307497db4a744a835fe307d
出典データセット
uspto-grants-2011_12
特許番号
US08084448B2

関連ノート

読み込み中…