4-Chlorobenzophenone → 4-Chlorobenzhydrol

HRID 1032602

반응식

HRID 1032602 반응식
[C:1]1([C:7]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>O1CCCC1.CO>[Cl:15][C:12]1[CH:11]=[CH:10][C:9]([CH:7]([OH:8])[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:14][CH:13]=1

참가 물질

5

반응물 2

HCID 86534-ChlorobenzophenoneHCID 4311764Sodium borohydride

생성물 1

HCID 84014-Chlorobenzhydrol수율 93.4%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

15.2 g (0.07 mole) of phenyl-(4-chlorophenyl)-ketone are dissolved in 30 ml of tetrahydrofuran and 10 ml of methanol. 1.32 g (0.035 mole) of sodium borohydride are gradually added, with stirring, and the exothermic reaction is maintained between 25° and 30° C. by cooling. After one hour ketone can no longer be detected by thin layer chromatography. The mixture is then extracted with water and chloroform, the chloroform is dried with sodium sulfate and removed in a rotary evaporator. The crude yield is 16.2 g (oil). Of this 15.5 g are distilled at 220° C. and 30 mbar in a bulb tube oven. 14.3 g of an oil are obtained which is more than 95% pure according to gas chromatography and solidifies into crystals on cooling. 13.3 g are recrystallised from a mixture of 25 ml of n-hexane and 5 ml of cyclohexane. The yield is 12.2 g; m.p. 58°-60° C.

후처리

  1. customthe exothermic reaction
  2. temperatureis maintained between 25° and 30° C.
  3. temperatureby cooling
  4. extractionThe mixture is then extracted with water and chloroform
  5. dry with materialthe chloroform is dried with sodium sulfate
  6. customremoved in a rotary evaporator
  7. distillationOf this 15.5 g are distilled at 220° C.

출처 및 근거

ORD 기록
ord-432839f0d75b48308e78fd9b815d2b51
출처 데이터셋
uspto-grants-1990_09
특허 번호
US04959096

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