Thionyl Chloride → (2-Chlorophenyl)(4-chlorophenyl)methyl chloride

HRID 2267956

반응식

HRID 2267956 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1)O.S(Cl)([Cl:19])=O>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([Cl:19])[C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 247332(2-Chlorophenyl)(4-chlorophenyl)methanol

생성물 1

HCID 247330(2-Chlorophenyl)(4-chlorophenyl)methyl chloride수율 102.3%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A stirred solution of 9.0 grams (0.036 mole) of (2-chlorophenyl)(4-chlorophenyl)methanol in 90 mL of chloroform was cooled to 0° C., and 5.3 mL (0.072 mole) of thionyl chloride was added. Upon completion of the addition the reaction mixture was allowed to warm to ambient temperature, where it stirred for about 18 hours. After this time the reaction mixture was filtered and concentrated under reduced pressure. The filtrate was taken up in hexane and subjected to column chromatography on silica gel with hexane as eluant. The product-containing fractions were combined and concentrated under reduced pressure, yielding 10.0 grams of (2-chlorophenyl)(4-chlorophenyl)methyl chloride. The NMR spectrum was consistent with the proposed structure.

후처리

  1. additionUpon completion of the addition the reaction mixture
  2. filtrationAfter this time the reaction mixture was filtered
  3. concentrationconcentrated under reduced pressure
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-a81c024108954c3da6b384adb0a4da93
출처 데이터셋
uspto-grants-2001_12
특허 번호
USH0002007H1

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