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

HRID 904646

반응식

HRID 904646 반응식
[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

참가 물질

7

반응물 5

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

생성물 1

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

시약·촉매·용매 1

HCID 23994Zinc촉매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a2e409b794a84f0095c4e2829b1c4c8a
출처 데이터셋
uspto-grants-1983_12
특허 번호
US04419354

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