2-Methyl-2-butene → HCID 58306778, 화합물

HRID 1909900노트

반응식

HRID 1909900 반응식
C([C:5]1[N:6]([C:18]([OH:20])=[O:19])[C:7]2[C:12]([CH:13]=1)=[CH:11][C:10]([Br:14])=[C:9]([Cl:15])[C:8]=2[CH:16]=[O:17])(C)(C)C.P([O-])(O)(O)=O.[Na+].[CH3:27][C:28](=[CH:30]C)[CH3:29].Cl([O-])=[O:33].[Na+]>O1CCOCC1.O>[Br:14][C:10]1[CH:11]=[C:12]2[C:7](=[C:8]([C:16]([OH:17])=[O:33])[C:9]=1[Cl:15])[N:6]([C:18]([O:20][C:28]([CH3:30])([CH3:29])[CH3:27])=[O:19])[CH:5]=[CH:13]2

참가 물질

7

반응물 4

HCID 105532-Methyl-2-buteneHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphateHCID 86654435HCID 86654435, 화합물

생성물 1

HCID 58306778HCID 58306778, 화합물수율 102.3%

시약·촉매·용매 2

HCID 962Water용매HCID 312751,4-Dioxane용매

실험 절차

To a mixture of tert-butyl 5-bromo-6-chloro-7-formyl 1H-indole-1-carboxylic acid (2.9 g), sodium dihydrogen phosphate (2.0 g), 2-methyl-2-butene (2.6 g), water (10 mL), and 1,4-dioxane (30 mL) was added sodium chlorite (1.8 g) under ice-cooling. The reaction mixture was stirred under ice-cooling for 1 hour, and then at room temperature for 5 hours. The reaction mixture was concentrated under reduced pressure, and ethyl acetate and water were added thereto, and a liquid-separation operation was carried out. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then evaporated under reduced pressure to obtain 5-bromo-1-(tert-butoxycarbonyl)-6-chloro-1H-indole-7-carboxylic acid (3.1 g).

후처리

  1. temperaturecooling
  2. temperaturecooling for 1 hour
  3. concentrationThe reaction mixture was concentrated under reduced pressure, and ethyl acetate and water
  4. additionwere added
  5. washThe organic layer was washed with saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-5838ba6c3b36434f9beaebb927aca6ad
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598355B2

반응 노트

불러오는 중…