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

HRID 582910ノート

反応式

HRID 582910 の反応式
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

参加物

8

反応物 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)

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 1140Toluene溶媒HCID 22272177Toluene water溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-53e2aeaf45e64eed9bccc53778c8ab99
出典データセット
uspto-grants-1999_07
特許番号
US05925789

反応ノート

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