Hydrochloric Acid → 4-Chloro-2-fluoro-3-iodoaniline

HRID 1811538

반응식

HRID 1811538 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8]C(=O)C)=[C:4]([F:12])[C:3]=1[I:13].Cl>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([F:12])[C:3]=1[I:13]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 68997639N-(4-chloro-2-fluoro-3-iodophenyl)acetamide

생성물 1

HCID 688233204-Chloro-2-fluoro-3-iodoaniline

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a mixture of N-(4-chloro-2-fluoro-3-iodophenyl)acetamide (20.0 g, 64 mmol) in MeOH (80 mL) is added concentrated HCl (60 mL). The mixture is stirred at reflux for 18 hours before cooling to room temperature and removal of the solvent under reduced pressure while maintaining the water bath below 45° C. The residue is cooled with an ice bath and a 1N NaOH solution is added to adjust the pH between 9 and 10. The aqueous phase is extracted with ether and dried over MgSO4. The solvent is removed and the residue is purified through a flash chromatographic column with a gradient of hexanes/ether to give 4-chloro-2-fluoro-3-iodoaniline.

후처리

  1. temperatureat reflux for 18 hours
  2. customremoval of the solvent under reduced pressure
  3. temperaturewhile maintaining the water bath below 45° C
  4. temperatureThe residue is cooled with an ice bath
  5. additiona 1N NaOH solution is added
  6. extractionThe aqueous phase is extracted with ether
  7. dry with materialdried over MgSO4
  8. customThe solvent is removed
  9. customthe residue is purified through a flash chromatographic column with a gradient of hexanes/ether

출처 및 근거

ORD 기록
ord-b0b2273db167429d93c274adcb4e7a31
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08362294B2

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