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Ammonium Chloride → 2-bromo-N-(2,4,6-trimethoxyphenyl)decanamide

HRID 2379601
ノート
印刷プレビュー

反応式

HRID 2379601 の反応式
[Br:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[C:3]([OH:5])=O.[CH3:14][O:15][C:16]1[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[C:19]([O:25][CH3:26])[C:17]=1[NH2:18].[Cl-].[NH4+]>S(Cl)(Cl)=O.N1C=CC=CC=1>[Br:1][CH:2]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[C:3]([NH:18][C:17]1[C:19]([O:25][CH3:26])=[CH:20][C:21]([O:23][CH3:24])=[CH:22][C:16]=1[O:15][CH3:14])=[O:5]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 25517Ammonium ChlorideHCID 842712,4,6-TrimethoxyanilineHCID 983102-Bromodecanoic acid

生成物 1

HCID 149953882-bromo-N-(2,4,6-trimethoxyphenyl)decanamide収率 69.5%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 24386Thionyl Chloride溶媒

実験手順

2-Bromodecanoic acid (1 g, 3.8 mmol) was heated under reflux in thionyl chloride (10 ml) for 1 hour. The thionyl chloride was evaporated and the residue was dissolved in dry ether (10 ml) and added dropwise to a solution of 2,4,6-trimethoxyaniline (0.7 g, 3.8 mmol) in pyridine (20 ml) at 0° C. and the mixture was stirred for 1.5 hours. The reaction mixture was poured into saturated aqueous ammonium chloride and extracted three times with ethyl acetate (60 ml). The combined organics were extracted with water and brine and dried and concentrated. Recrystallization from isopropyl ether afforded 1.1 g (65%) of the title compound, m.p. 109°-110° C. This material was used directly in the next step.

後処理

  1. customThe thionyl chloride was evaporated
  2. dissolutionthe residue was dissolved in dry ether (10 ml)
  3. extractionextracted three times with ethyl acetate (60 ml)
  4. extractionThe combined organics were extracted with water and brine
  5. customdried
  6. concentrationconcentrated
  7. customRecrystallization from isopropyl ether

出典と根拠

ORDレコード
ord-a039717299314874b89da6ba08f56f92
出典データセット
uspto-grants-1994_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05362878

反応ノート

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