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Hydrochloric Acid → 1-Chloro-3-(chloromethyl)-2-[(phenylmethyl)thio]benzene

HRID 703040
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HRID 703040 반응식
[Cl:1][C:2]1[C:3]([S:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:4]([CH2:8]O)[CH:5]=[CH:6][CH:7]=1.CN(C)C1C=CC=CC=1.S(Cl)([Cl:29])=O.Cl>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][Cl:29])[C:3]=1[S:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 949N,N-DimethylanilineHCID 24386Thionyl ChlorideHCID 679324803-Chloro-2-[(phenylmethl)thio]benzenemethanol

생성물 1

HCID 221511221-Chloro-3-(chloromethyl)-2-[(phenylmethyl)thio]benzene

시약·촉매·용매 1

HCID 6212Chloroform용매2회

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온도
15 °C

실험 절차

To a mixture of 54 g of the compound of Example 2 in 200 mL of chloroform (ethanol-free) and of N,N-dimethylaniline, a solution of 30 g of thionyl chloride in 50 mL of chloroform (ethanol-free) was added while maintaining the reaction temperature at 15° C. with an ice-water bath. The mixture was stirred at 25° C. for 1 hour, then refluxed for 3 hours. The mixture was acidified with 1 N aqueous hydrochloric acid and the organic layer was collected. The organic layer was washed once with 1 N aqueous hydrochloric acid, dried over magnesium sulfate, and filtered. The filtrate was passed through a silica gel column, eluted with methylene chloride, and after evaporation of the eluant, 54 g subject compound was obtained as a yellow oil.

후처리

  1. temperaturerefluxed for 3 hours
  2. customthe organic layer was collected
  3. washThe organic layer was washed once with 1 N aqueous hydrochloric acid
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. washeluted with methylene chloride
  7. customafter evaporation of the eluant, 54 g
  8. customwas obtained as a yellow oil

출처 및 근거

ORD 기록
ord-5dca56f7926e4788b9ab83c874d4524c
출처 데이터셋
uspto-grants-1991_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04981506

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