p-Toluenesulfonic acid → N-(4-Methoxybenzyl)-4-chloro-2-(trifluoroacetyl)aniline

HRID 582910노트

반응식

HRID 582910 반응식
O.Cl.[Cl:3][C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[C:6]([C:11](=[O:16])[C:12]([F:15])([F:14])[F:13])[CH:5]=1.[OH-].[Na+].[CH3:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25]O)=[CH:23][CH:22]=1.CC1C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1.O.O.C1(C)C=CC=CC=1>[CH3:19][O:20][C:21]1[CH:28]=[CH:27][C:24]([CH2:25][NH:8][C:7]2[CH:9]=[CH:10][C:4]([Cl:3])=[CH:5][C:6]=2[C:11](=[O:16])[C:12]([F:14])([F:15])[F:13])=[CH:23][CH:22]=1

참가 물질

8

반응물 4

HCID 6101p-Toluenesulfonic acidHCID 77384-Methoxybenzyl alcoholHCID 14798Sodium HydroxideHCID 441819891-(2-Amino-5-chlorophenyl)-2,2,2-trifluoroethan-1-one--hydrogen chloride--water (1/1/1)

생성물 1

HCID 11089189N-(4-Methoxybenzyl)-4-chloro-2-(trifluoroacetyl)aniline

시약·촉매·용매 3

HCID 962Water용매HCID 1140Toluene용매HCID 22272177Toluene water용매

실험 절차

To a slurry of 4-Chloro-2-trifluoroacetylaniline, hydrochloride hydrate (40.0 kg, 144 mol) in toluene (140 kg) and water (50 L) was added 30% NaOH (18 kg) to pH 7.0. After removing the aqueous phase, 4-methoxybenzyl alcohol (20 kg, 144 mol) and TsOH (1.0 kg, 5.3 mol) were added. The solution was heated to reflux and the water/toluene azeotrope (30 L) distilled. The solution was cooled to room temperature and washed with saturated brine (80 kg).

후처리

  1. additionwere added
  2. temperatureThe solution was heated
  3. temperatureto reflux
  4. distillationdistilled
  5. washwashed with saturated brine (80 kg)

출처 및 근거

ORD 기록
ord-53e2aeaf45e64eed9bccc53778c8ab99
출처 데이터셋
uspto-grants-1999_07
특허 번호
US05925789

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