2-Methyl-2-butene → HCID 58306778、化合物

HRID 1909900ノート

反応式

HRID 1909900 の反応式
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

参加物

7

反応物 4

HCID 105532-Methyl-2-buteneHCID 23668197Sodium ChloriteHCID 23672064Monosodium phosphateHCID 86654435HCID 86654435、化合物

生成物 1

HCID 58306778HCID 58306778、化合物収率 102.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-5838ba6c3b36434f9beaebb927aca6ad
出典データセット
uspto-grants-2013_12
特許番号
US08598355B2

反応ノート

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