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

HRID 1947893노트

반응식

HRID 1947893 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, 3H), 4.65 (d, J=1.01 Hz, 2H), 7.19 (d, J=5.81 Hz, 1H), 7.65 (d, J=8.84 Hz, 1H).

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-d946f88d850644c4aceac82c8046a2d2
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399433B2

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