Chlorobutanol → 4-Chloro-1-(naphthyloxy)-2-butanol

HRID 64692

反応式

HRID 64692 の反応式
[C:1]1([OH:11])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[OH-].[K+].Cl[CH2:15][CH:16]([OH:20])[CH2:17][CH2:18][Cl:19].CC(O)(C(Cl)(Cl)Cl)C>C(Cl)(Cl)Cl.O>[Cl:19][CH2:18][CH2:17][CH:16]([OH:20])[CH2:15][O:11][C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

参加物

7

反応物 4

HCID 5977ChlorobutanolHCID 70051-NaphtholHCID 14797Potassium HydroxideHCID 170211,4-Dichloro-2-butanol

生成物 1

HCID 131203414-Chloro-1-(naphthyloxy)-2-butanol

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 6212Chloroform溶媒

反応条件

温度
65 °C

実験手順

To a mixture of 1 mole (147 g.) of 1-naphthol, 350 ml. of water and 2 moles (112 g.) of potassium hydroxide was added at 54° C. 1 mole (143 g.) of 1,4-dichloro-2-butanol. The temperature of the reaction mixture was kept below 60° C. during the addition of the chlorobutanol. The reaction mixture was heated at 65° C. for 12 hr., then mixed with 500 ml. of water and 350 ml. of chloroform. The chloroform layer was separated, washed with water, dried over sodium sulfate, concentrated and the residual oil distilled under reduced pressure to give 128 g. of a crystalline solid which was distilled at 162°-165° C./0.01 mm. The solid was recrystallized with ether and pet. ether (30°-60°) to give material melting at 75°-77° C.

後処理

  1. addition, then mixed with 500 ml
  2. customThe chloroform layer was separated
  3. washwashed with water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated
  6. distillationthe residual oil distilled under reduced pressure
  7. customto give 128 g
  8. distillationof a crystalline solid which was distilled at 162°-165° C./0.01 mm
  9. customThe solid was recrystallized with ether and pet. ether (30°-60°)

出典と根拠

ORDレコード
ord-aa64a9d4b32f41809b0b82ea837fb5f8
出典データセット
uspto-grants-1986_09
特許番号
US04609735

関連ノート

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