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

HRID 64692

반응식

HRID 64692 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매2회HCID 6212Chloroform용매

반응 조건

온도
65 °C

실험 절차

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.

후처리

  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°)

출처 및 근거

ORD 기록
ord-aa64a9d4b32f41809b0b82ea837fb5f8
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04609735

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