Chlorosuccinimide → 4,5-Dichloro-2-methoxybenzoic acid

HRID 1037908노트

반응식

HRID 1037908 반응식
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([O:11][CH3:12])[CH:3]=1.[Cl:13]N1C(=O)CCC1=O>C(#N)C>[Cl:1][C:2]1[C:10]([Cl:13])=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([O:11][CH3:12])[CH:3]=1

참가 물질

4

반응물 2

HCID 31398ChlorosuccinimideHCID 936824-Chloro-o-anisic acid

생성물 1

HCID 211803434,5-Dichloro-2-methoxybenzoic acid

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of 4-chloro-2-methoxybenzoic acid (5 g, 26.8 mmol) in 200 mL of acetonitrile was added N-chlorosuccinimide (17.9 g, 134 mmol). The mixture was allowed to stir for 72 hours at ambient temperature and was quenched with 50 mL of H2O. The layers were separated and the aqueous layer was extracted with three 25 mL portions of CH2Cl2. The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. Purification via column chromatography (SiO2, 25% hexanes in ethyl acetate) afforded the title compound. MS (DCI/NH3) m/z 238 (M+NH4)+.

후처리

  1. customwas quenched with 50 mL of H2O
  2. customThe layers were separated
  3. extractionthe aqueous layer was extracted with three 25 mL portions of CH2Cl2
  4. dry with materialThe combined organic extracts were dried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customPurification via column chromatography (SiO2, 25% hexanes in ethyl acetate)

출처 및 근거

ORD 기록
ord-2b9edc4087834efeb225fbaa828a134c
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546583B2

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