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

HRID 2306466

반응식

HRID 2306466 반응식
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]

참가 물질

10

반응물 6

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

생성물 1

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

시약·촉매·용매 3

HCID 6228Dimethylformamide촉매HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

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 1M 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.

후처리

  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

출처 및 근거

ORD 기록
ord-84ac9039dd8d4cddb08ba3c2cbfb5fac
출처 데이터셋
uspto-grants-2002_08
특허 번호
US06441177B1

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