Sulfuric Acid → 3-Chlorobenzophenone

HRID 1981328

반응식

HRID 1981328 반응식
[Mg].Br[C:3]1[CH:4]=[C:5]([Cl:9])[CH:6]=[CH:7][CH:8]=1.[C:10](#N)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.S(=O)(=O)(O)[OH:19]>O1CCCC1>[Cl:9][C:5]1[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=1)[C:10]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:19]

참가 물질

6

반응물 4

HCID 1118Sulfuric AcidHCID 7505BenzonitrileHCID 79281-Bromo-3-chlorobenzeneHCID 5462224Magnesium

생성물 1

HCID 660983-Chlorobenzophenone

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

To a suspension of 6.4 g. (0.266 mole) of magnesium turnings in 50 ml. of tetrahydrofuran was added dropwise 51 g. (0.268 mole) of 3-bromochlorobenzene in 100 ml. of dried tetrahydrofuran and the mixture refluxed for one hour. The cooled reaction mixture was added to 27.4 g. (0.266 mole) of benzonitrile in 100 ml. of tetrahydrofuran and refluxed for one hour. The reaction mixture was poured carefully into 100 ml. of ice/water and 10 ml. of concentrated sulfuric acid and heated on a steam bath for 30 minutes. The solution was cooled, extracted with ether, washed with water and 5% sodium bicarbonate solution, dried, evaporated and chromatographed to give 3-chlorobenzophenone (recrystallized from methanol), m.p. 83° C.

후처리

  1. additionTo a suspension of 6.4 g
  2. customThe cooled reaction mixture
  3. additionwas added to 27.4 g
  4. additionThe reaction mixture was poured carefully into 100 ml
  5. temperatureThe solution was cooled
  6. extractionextracted with ether
  7. washwashed with water and 5% sodium bicarbonate solution
  8. customdried
  9. customevaporated
  10. customchromatographed

출처 및 근거

ORD 기록
ord-cecd5fa0a5be40098dc359a89c3ae2c3
출처 데이터셋
uspto-grants-1985_04
특허 번호
US04514414

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