Thionyl Chloride → 1-(Chloromethyl)-2-fluoro-5-methoxy-4-nitrobenzene

HRID 511325노트

반응식

HRID 511325 반응식
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([O:11][CH3:12])=[CH:4][C:3]=1[CH2:13]O.S(Cl)([Cl:17])=O>C(Cl)Cl>[Cl:17][CH2:13][C:3]1[CH:4]=[C:5]([O:11][CH3:12])[C:6]([N+:8]([O-:10])=[O:9])=[CH:7][C:2]=1[F:1]

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 67255286(2-Fluoro-5-methoxy-4-nitrophenyl)methanol2회

생성물 1

HCID 672551071-(Chloromethyl)-2-fluoro-5-methoxy-4-nitrobenzene

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of (2-fluoro-5-methoxy-4-nitrophenyl)methanol (Compound 130D, 1.45 g, 7.21 mmol) in anhydrous DCM (17.0 mL) was charged with Thionyl chloride (1.055 mL, 14.5 mmol). and stirred while refluxing for 16 h. The reaction mixture was concentrated under reduced pressure to yield a brown solid. This material was used without any further purification. 1H NMR (CDCl3, 400 MHz): δ=3.99 (s, 3 H), 4.65 (d, J=1.01 Hz, 2 H), 7.19 (d, J=5.81 Hz, 1 H), 7.65 (d, J=8.84 Hz, 1 H).

후처리

  1. temperaturewhile refluxing for 16 h
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customto yield a brown solid
  4. customThis material was used without any further purification

출처 및 근거

ORD 기록
ord-7af9f6066d9d42cbaa7fb23b0becad1a
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096624B2

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