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Thionyl Chloride → 1-(Chloromethyl)-4-fluoro-2-methylbenzene

HRID 749466
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인쇄 미리보기

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HRID 749466 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]O)=[C:4]([CH3:10])[CH:3]=1.O=S(Cl)[Cl:13]>C(Cl)Cl>[Cl:13][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([F:1])=[CH:3][C:4]=1[CH3:10]
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참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 3872017(4-Fluoro-2-methylphenyl)methanol

생성물 1

HCID 205118161-(Chloromethyl)-4-fluoro-2-methylbenzene수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

(4-Fluoro-2-methylphenyl)methanol (11.5 g, 82 mmol) was dissolved in CH2Cl2 (100 mL). The mixture was cooled to 0° C. before adding SOCl2 (10.7 g, 90 mmol), then stirred for 30 min at 0° C. and then at room temperature for 1.5 h. The solvent and excess of SOCl2 were removed by evaporation followed by the addition of CH2Cl2. The solvent and remaining traces of SOCl2 were evaporated once more. There was obtained 13.0 g (100%) of 1-(chloromethyl)-4-fluoro-2-methylbenzene as an oil. 1H NMR (300 MHz, CDCl3): 2.4 (s, 3H), 4.6 (s, 2H), 6.8-7.0 (m, 2H), 7.3 (m, 1H).

후처리

  1. waitat room temperature for 1.5 h
  2. customThe solvent and excess of SOCl2 were removed by evaporation
  3. additionfollowed by the addition of CH2Cl2
  4. customwere evaporated once more

출처 및 근거

ORD 기록
ord-e4780ea8b04548c3aacbdfe22a6d5b38
출처 데이터셋
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07402581B2

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