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

HRID 2083099
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HRID 2083099 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]
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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 (prepared above) in 500 ml. of chloroform, and the resulting solution stirred for two 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 by 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 by vacuum distillation
  6. customleaving 14.7 grams of a crude product which
  7. customwas recrystallized twice from 2,2,4-trimethylpentane-benzene (2:1) mixture

출처 및 근거

ORD 기록
ord-b21f11e3493f4b73bbfb29ef5b7a9a9c
출처 데이터셋
uspto-grants-1978_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04084005

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