Dimethyl Sulfate → 1-Chloro-3-fluoro-2-(methoxymethyl)benzene

HRID 343031

반응식

HRID 343031 반응식
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[CH2:4][OH:5].[OH-].[Na+].S(OC)(O[CH3:17])(=O)=O>ClCCl.O.S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[CH2:4][O:5][CH3:17]

참가 물질

7

반응물 3

HCID 6497Dimethyl SulfateHCID 14798Sodium HydroxideHCID 918682-Chloro-6-fluorobenzyl alcohol

생성물 1

HCID 537737161-Chloro-3-fluoro-2-(methoxymethyl)benzene수율 50.2%

시약·촉매·용매 3

HCID 94433Tetrabutylammonium hydrogen sulfate촉매HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

2-Chloro-6-fluorobenzyl alcohol (50 g) was stirred in dichloromethane and a solution of sodium hydroxide (32 g) in water was added. After 30 minutes stirring the mixture was cooled to 0° C. when dimethyl sulphate (47 g) and tetrabutyl-ammonium hydrogen-sulphate (1 g) were added dropwise. The mixture was allowed to warm to room temperature and stirred for 3 hours. It was quenched with water and extracted with dichloromethane. The organic extract was washed with water, dried (anhydrous magnesium sulphate) and filtered. The filtrate was evaporated to dryness and the residue distilled under reduced pressure yielding 1-chloro-3-fluoro-2-methoxymethylbenzene (27.3 g) b.p. 82°-95° C./24 mm Hg.

후처리

  1. additionwere added dropwise
  2. stirringstirred for 3 hours
  3. customIt was quenched with water
  4. extractionextracted with dichloromethane
  5. extractionThe organic extract
  6. washwas washed with water
  7. dry with materialdried (anhydrous magnesium sulphate)
  8. filtrationfiltered
  9. customThe filtrate was evaporated to dryness
  10. distillationthe residue distilled under reduced pressure

출처 및 근거

ORD 기록
ord-9da017397fee4bc88f32bec3d1902e8c
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05859283

연결된 노트

불러오는 중…