Water → HCID 86739862、化合物

HRID 2412336ノート

反応式

HRID 2412336 の反応式
[O:1]([C:8]1[N:13]=[C:12]([CH2:14][OH:15])[CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:16]/[C:17](/[C:27]1[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=1)=[CH:18]\[C@H:19]1[C@H:21]([C:22](Cl)=[O:23])[C:20]1([CH3:26])[CH3:25].N1C=CC=CC=1.O>C1(C)C=CC=CC=1>[Cl:16]/[C:17](/[C:27]1[CH:28]=[CH:29][C:30]([Cl:33])=[CH:31][CH:32]=1)=[CH:18]\[C@H:19]1[C@H:21]([C:22]([O:15][CH2:14][C:12]2[CH:11]=[CH:10][CH:9]=[C:8]([O:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[N:13]=2)=[O:23])[C:20]1([CH3:26])[CH3:25]

参加物

6

反応物 4

HCID 962WaterHCID 1049PyridineHCID 128791556-Phenoxy-2-pyridinemethanolHCID 44152741rel-(1R,3R)-3-[(1Z)-2-Chloro-2-(4-chlorophenyl)ethenyl]-2,2-dimethylcyclopropanecarbonyl chloride

生成物 1

HCID 86739862HCID 86739862、化合物収率 92%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

4.02 g (0.02 mol) of (6-phenoxy-2-pyridinyl)-methanol and 6.07 g (0.02 mol) of (±)-trans-Z-3-(2-chloro-2-(4-chloro-phenyl)-vinyl)-2,2-dimethyl-1-cyclopropanecarboxylic acid-chloride were dissolved in 100 ml of anhydrous toluene, and 2 g of pyridine, dissolved in 10 ml of anhydrous toluene, were added dropwise to the solution at 20°-25° C., while stirring. The mixture was then stirred for a further 3 hours at 25° C. The reaction mixture was poured into 150 ml of water, and the organic phase was separated off and again washed with 100 ml of water. The toluene phase was then dried over sodium sulphate and the solvent was distilled off in a water jet vacuum. The last solvent residues were removed by incipient distillation for a short time at a bath temperature of 60° C./1 mm Hg. 8.6 g (92% of theory) of (6-phenoxy-2-pyridinyl)-methyl (±)-trans-Z-3-(2-chloro-2-(4-chlorophenyl)-vinyl)-2,2-dimethyl-1-cyclopropanecarboxylate were obtained as a yellow viscous oil. The structure was established by the 1H-NMR spectrum.

後処理

  1. additionwere added dropwise to the solution at 20°-25° C.
  2. stirringThe mixture was then stirred for a further 3 hours at 25° C
  3. customthe organic phase was separated off
  4. washagain washed with 100 ml of water
  5. dry with materialThe toluene phase was then dried over sodium sulphate
  6. distillationthe solvent was distilled off in a water jet vacuum
  7. customThe last solvent residues were removed by incipient distillation for a short time at a bath temperature of 60° C./1 mm Hg

出典と根拠

ORDレコード
ord-238c6263daaf4360a0d7502047e7d2f4
出典データセット
uspto-grants-1985_01
特許番号
US04491585

反応ノート

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