2-Chloroethanol → 2-[4'-(2",4"-Dichlorophenoxy)-phenoxy]-propionic acid 2-chloroeth-1-yl ester

HRID 903379ノート

反応式

HRID 903379 の反応式
[Cl:1][C:2]1[CH:20]=[C:19]([Cl:21])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:16]=[CH:15][C:8]([O:9][CH:10]([CH3:14])[C:11](Cl)=[O:12])=[CH:7][CH:6]=1.C(O)(=O)CC.S(Cl)(Cl)=O.[CH2:31]([Cl:34])[CH2:32][OH:33]>C1(C)C=CC=CC=1.C(N(CC)CC)C>[Cl:34][CH2:31][CH2:32][O:33][C:11](=[O:12])[CH:10]([O:9][C:8]1[CH:15]=[CH:16][C:5]([O:4][C:3]2[CH:17]=[CH:18][C:19]([Cl:21])=[CH:20][C:2]=2[Cl:1])=[CH:6][CH:7]=1)[CH3:14]

参加物

7

反応物 4

HCID 342-ChloroethanolHCID 1032Propionic AcidHCID 24386Thionyl ChlorideHCID 129429952-[4-(2,4-Dichlorophenoxy)phenoxy]propanoyl chloride

生成物 1

HCID 545418052-[4'-(2",4"-Dichlorophenoxy)-phenoxy]-propionic acid 2-chloroeth-1-yl ester

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒2 回HCID 8471Triethylamine溶媒

実験手順

A solution of 0.06 mol=20.73 g of 2-[4'-(2",4"-dichlorophenoxy)phenoxy]-propionic acid chloride, prepared from 2-[4'-2",4"-dichlorophenoxy)phenoxy]-propionic acid and thionyl chloride, in 60 ml absolute toluene was added dropwise at room temperature to a solution of 0.06 mol=4.83 g of ethylene chlorohydrin (2-chloroethanol) and 0.06 mol=6.06 g of triethylamine in 60 ml absolute toluene. After the addition, stirring of the mixture was continued for 1 hour at 50° C., the precipitated triethylamine chloride was filtered off, and the filtrate was washed with dilute sodium hydroxide solution and with water. The toluene solution was dried over sodium sulfate and the solvent was distilled off under reduced pressure. 21.25 g=91% of the theory of 2-[4'-(2",4"-dichlorophenoxy)-phenoxy]-propionic acid 2-chloroeth-1-yl ester were obtained having a refractive index nD24 of 1.5672. ##STR13##

後処理

  1. additionAfter the addition
  2. filtrationthe precipitated triethylamine chloride was filtered off
  3. washthe filtrate was washed with dilute sodium hydroxide solution and with water
  4. dry with materialThe toluene solution was dried over sodium sulfate
  5. distillationthe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-1385d9537f6846bdb3550df61e6ae484
出典データセット
uspto-grants-1980_10
特許番号
US04227009

反応ノート

読み込み中…