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

HRID 660570

반응식

HRID 660570 반응식
[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]

참가 물질

5

반응물 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 86632577HCID 86632577, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3fdcbc5ba307497db4a744a835fe307d
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084448B2

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