Hydrochloric Acid → N-[11-(3-fluoro-4-methoxy-phenyl)-11-oxo-undecyl]acetamide

HRID 1636725

反応式

HRID 1636725 の反応式
C(Cl)(=O)C(Cl)=O.[C:7]([NH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([OH:23])=O)(=[O:9])[CH3:8].C(NCCCCCCCCCCC(Cl)=O)(=O)C.[F:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][C:43]=1[O:48][CH3:49].[Cl-].[Al+3].[Cl-].[Cl-].Cl>CN(C=O)C.C(Cl)Cl.O>[F:41][C:42]1[CH:47]=[C:46]([C:21](=[O:23])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][NH:10][C:7](=[O:9])[CH3:8])[CH:45]=[CH:44][C:43]=1[O:48][CH3:49]

参加物

10

反応物 6

HCID 313Hydrochloric AcidHCID 65578Oxalyl chlorideHCID 675762-FluoroanisoleHCID 45408511-Acetamidoundecanoic acidHCID 6451240Aluminum(III) ChlorideHCID 1843429211-Acetylamino-undecanoyl chloride

生成物 1

HCID 18434110N-[11-(3-fluoro-4-methoxy-phenyl)-11-oxo-undecyl]acetamide収率 107.7%

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide触媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

0.5 ml of oxalyl chloride is added to a solution of 1.2 g of 11-acetylamino-undecanoic acid and 5 drops of DMF in 15 ml of methylene chloride at 0° C. and the mixture is stirred at RT for 3 hrs. The solution of the 11-acetylamino-undecanoyl chloride is treated under argon with 0.6 g of 2-fluoroanisole, cooled to -15° C. and treated with 1.4 g of aluminium chloride. After 2 hrs. at -15° C. the mixture is left to warm to room temperature overnight. The solution is treated with 15 ml of 1 M hydrochloric acid at 0° C. and then with 20 ml of water. The organic phase is separated and washed with 1M hydrochloric acid, with water and with saturated sodium bicarbonate solution, dried and concentrated. 1.8 g of N-[11-(3-fluoro-4-methoxy-phenyl)-11-oxo-undecyl]acetamide are obtained.

後処理

  1. temperaturecooled to -15° C.
  2. waitAfter 2 hrs
  3. waitat -15° C. the mixture is left
  4. temperatureto warm to room temperature overnight
  5. customThe organic phase is separated
  6. washwashed with 1M hydrochloric acid, with water and with saturated sodium bicarbonate solution
  7. customdried
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-8675035257cf471d9f9724dc9537f811
出典データセット
uspto-grants-2000_03
特許番号
US06034275

関連ノート

読み込み中…