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

HRID 963341

反応式

HRID 963341 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-12c40d93e8884fb3b03071ddda14a120
出典データセット
uspto-grants-1998_06
特許番号
US05763458

関連ノート

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