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Chloroform → 1,1'-[(Methanesulfinyl)methylene]bis(4-chlorobenzene)

HRID 1764726
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HRID 1764726 반응식
ClC1C=CC=C(C(OO)=[O:9])C=1.C(Cl)(Cl)Cl.[CH3:16][S:17][CH:18]([C:26]1[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=1)[C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=1.C(=O)([O-])[O-].[K+].[K+]>O>[CH3:16][S:17]([CH:18]([C:19]1[CH:20]=[CH:21][C:22]([Cl:25])=[CH:23][CH:24]=1)[C:26]1[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][CH:27]=1)=[O:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 6212Chloroform2회HCID 11430Potassium CarbonateHCID 70297m-Chloroperbenzoic acidHCID 1770771,1'-[(Methylsulfanyl)methylene]bis(4-chlorobenzene)

생성물 1

HCID 1824941,1'-[(Methanesulfinyl)methylene]bis(4-chlorobenzene)수율 78.2%

시약·촉매·용매 1

HCID 962
Water
용매

실험 절차

A solution of 10.7 grams (0.0525 mole) of m-chloroperbenzoic acid in 150 ml. of chloroform was slowly added to a cool solution (5°-7° C.) of 14.1 grams (0.050 mole) of bis(p-chlorophenyl)methyl methyl sulfide in 500 ml. of chloroform, and the resulting solution stirred for 2 hours at a temperature of 5° C., while a white precipitate formed. The mixture after warming to ambient temperature and holding at this temperature for a two hour period was then mixed with a solution having 20 grams of potassium carbonate in 200 ml. of water. The chloroform phase was then removed and washed with 100 ml. of water, and the chloroform distilled off; the vacuum distillation leaving 14.7 grams of a crude product which was recrystallized twice from 2,2,4-trimethylpentane-benzene (2:1) mixture to yield 11.7 grams (78 percent) of the white colored solid of bis(p-chlorophenyl)methyl methyl sulfoxide with a melting point of 109.5°-110.5° C.

후처리

  1. customformed
  2. additionwas then mixed with a solution
  3. customThe chloroform phase was then removed
  4. washwashed with 100 ml
  5. distillationof water, and the chloroform distilled off
  6. distillationthe vacuum distillation
  7. customleaving 14.7 grams of a crude product which
  8. customwas recrystallized twice from 2,2,4-trimethylpentane-benzene (2:1) mixture

출처 및 근거

ORD 기록
ord-43f43e59c2904ad8a3a77b9d357ec74c
출처 데이터셋
uspto-grants-1978_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04117168

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