Methyl iodide → 1-(4-Acetylamino-5-chloro-2-methoxyphenyl)-5-chloropentan-1-one

HRID 963341

반응식

HRID 963341 반응식
[C:1]([NH:4][C:5]1[C:10]([Cl:11])=[CH:9][C:8]([C:12](=[O:18])[CH2:13][CH2:14][CH2:15][CH2:16][Cl:17])=[C:7]([OH:19])[CH:6]=1)(=[O:3])[CH3:2].[C:20](=O)([O-])[O-].[K+].[K+].IC>C(C(C)=O)C>[C:1]([NH:4][C:5]1[C:10]([Cl:11])=[CH:9][C:8]([C:12](=[O:18])[CH2:13][CH2:14][CH2:15][CH2:16][Cl:17])=[C:7]([O:19][CH3:20])[CH:6]=1)(=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 190818791-(4-Acetylamino-5-chloro-2-hydroxyphenyl)-5-chloropentan-1-one

생성물 1

HCID 190818611-(4-Acetylamino-5-chloro-2-methoxyphenyl)-5-chloropentan-1-one수율 67.7%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매

실험 절차

1-(4-Acetylamino-5-chloro-2-hydroxyphenyl)-5-chloropentan-1-one (1.07 g, 3.5 mmol), potassium carbonate (1.38 g, 10.0 mmol) and iodomethane (0.62 mL, 10.0 mmol) were combined in methyl ethyl ketone (20 mL) and stirred at reflux temperature for 4 hours, 15 minutes. The mixture was partitioned between ethyl acetate and water. The ethyl acetate layer was separated, washed in brine, dried over sodium sulfate, and then evaporated to leave a solid residue. Crystallization of the residue from ethyl acetate-hexanes gave 1-(4-acetylamino-5-chloro-2-methoxyphenyl)-5-chloro-pentan-1-one (0.720 g, 2.37 mmol), m.p. 98°-100° C.

후처리

  1. temperatureat reflux temperature for 4 hours
  2. custom15 minutes
  3. customThe mixture was partitioned between ethyl acetate and water
  4. customThe ethyl acetate layer was separated
  5. washwashed in brine
  6. dry with materialdried over sodium sulfate
  7. customevaporated
  8. customto leave a solid residue
  9. customCrystallization of the residue from ethyl acetate-hexanes

출처 및 근거

ORD 기록
ord-12c40d93e8884fb3b03071ddda14a120
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05763458

연결된 노트

불러오는 중…