Benzyl Chloride → Benzethonium Chloride

HRID 1476019

反応式

HRID 1476019 の反応式
[C:1]([C:9]1[CH:23]=[CH:22][C:12]([O:13][CH2:14][CH2:15][O:16][CH2:17][CH2:18][N:19]([CH3:21])[CH3:20])=[CH:11][CH:10]=1)([CH2:4][C:5]([CH3:8])([CH3:7])[CH3:6])([CH3:3])[CH3:2].C(C(C)=O)C(C)C.[CH2:31]([Cl:38])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>C1CCCCC1>[CH3:6][C:5]([CH2:4][C:1]([C:9]1[CH:23]=[CH:22][C:12]([O:13][CH2:14][CH2:15][O:16][CH2:17][CH2:18][N+:19]([CH2:31][C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)([CH3:21])[CH3:20])=[CH:11][CH:10]=1)([CH3:2])[CH3:3])([CH3:8])[CH3:7].[Cl-:38]

参加物

5

反応物 3

HCID 7503Benzyl ChlorideHCID 7909Methyl Isobutyl KetoneHCID 79514Ethanamine, N,N-dimethyl-2-[2-[4-(1,1,3,3-tetramethylbutyl)phenoxy]ethoxy]-

生成物 1

HCID 8478Benzethonium Chloride

試薬・触媒・溶媒 1

HCID 8078Cyclohexane溶媒

実験手順

170.0 g of p-tert-octyl phenoxy ethoxy ethyl dimethylamine was added to a 1 L four-necked reaction flask, to which were sequentially added 100.2 g of methyl isobutyl ketone and 126.6 g of benzyl chloride. The reaction mixture was heated to reflux. The reaction was carried out for 2 hours. Then, 168.2 g of cyclohexane was added slowly. The flask was cooled to carry out crystallization. 156.8 g of a white solid was collected. The content of benzethonium chloride was 99.2% determined by titration according to the method described on page 247 of the United States Pharmacopeia USP29. The measured melting point was from 159.0 to 162.0° C. As calculated with reference to p-tert-octyl phenol, an overall yield of the three steps was less than 15%, which is remarkably far from that obtained by using a phase transfer catalyst. Thus, it does not have a practical application value.

後処理

  1. temperatureThe reaction mixture was heated to reflux
  2. temperatureThe flask was cooled
  3. customcrystallization
  4. custom156.8 g of a white solid was collected
  5. customwas from 159.0 to 162.0° C
  6. customthat obtained

出典と根拠

ORDレコード
ord-69d54acfe72842e4a2738f575a5ce4ae
出典データセット
uspto-grants-2015_04
特許番号
US09018418B2

関連ノート

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