Ethanol → 9,10-Bis(2-chloroethoxy)-2-methylanthracene

HRID 904646

反応式

HRID 904646 の反応式
[CH3:1][C:2]1[CH:15]=[CH:14][C:13]2[C:12](=[O:16])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5](=[O:17])[C:4]=2[CH:3]=1.[OH-].[Na+].[CH2:20](O)[CH3:21].[Cl:23][CH2:24][CH2:25]OS(C1C=CC(C)=CC=1)(=O)=O.C(Cl)[Cl:38]>[Zn]>[Cl:23][CH2:24][CH2:25][O:17][C:5]1[C:6]2[C:11]([C:12]([O:16][CH2:21][CH2:20][Cl:38])=[C:13]3[C:4]=1[CH:3]=[C:2]([CH3:1])[CH:15]=[CH:14]3)=[CH:10][CH:9]=[CH:8][CH:7]=2

参加物

7

反応物 5

HCID 702EthanolHCID 6344DichloromethaneHCID 6639Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate)HCID 67732-MethylanthraquinoneHCID 14798Sodium Hydroxide

生成物 1

HCID 133054499,10-Bis(2-chloroethoxy)-2-methylanthracene

試薬・触媒・溶媒 1

HCID 23994Zinc触媒

実験手順

A 22.2 g. portion of 2-methylanthraquinone is reduced with 10 g. of zinc and 200 ml. of 20% sodium hydroxide in 40 ml. of ethanol, then alkylated with 50 ml. of 2-chloroethyl-p-toluene sulfonate as described in Example 1. The crude product is taken up in methylene chloride, filtered, dried over magnesium sulfate and concentrated to dryness. Recrystallization from 100 ml. of propanol gives 0.7 g. of the desired intermediate as a yellow solid, m.p. 82°-85° C.

後処理

  1. filtrationfiltered
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated to dryness
  4. customRecrystallization from 100 ml
  5. customof propanol gives 0.7 g

出典と根拠

ORDレコード
ord-a2e409b794a84f0095c4e2829b1c4c8a
出典データセット
uspto-grants-1983_12
特許番号
US04419354

関連ノート

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