N-bromobutanimide → Methyl 5-bromo-1-isopropyl-1H-pyrrole-3-carboxylate

HRID 2204300ノート

反応式

HRID 2204300 の反応式
C1C(=O)N([Br:8])C(=O)C1.[CH3:9][O:10][C:11]([C:13]1[CH:17]=[CH:16][N:15]([CH:18]([CH3:20])[CH3:19])[CH:14]=1)=[O:12]>C(Cl)(Cl)(Cl)Cl>[CH3:9][O:10][C:11]([C:13]1[CH:17]=[C:16]([Br:8])[N:15]([CH:18]([CH3:20])[CH3:19])[CH:14]=1)=[O:12]

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 86703103Methyl 1-isopropyl-1H-pyrrole-3-carboxylate

生成物 1

HCID 86703102Methyl 5-bromo-1-isopropyl-1H-pyrrole-3-carboxylate

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

NBS (36.6 mmol) was added to a mixture of 1-isopropyl-1H-pyrrole-3-carboxylic acid methyl ester (Step D5) (37.4 mmol) in CCl4 (250 mL). After 4 h, the reaction mixture was successively washed with a saturated aqueous solution of NaHCO3, water and brine, dried (Na2SO4), filtered and concentrated. The residue was purified using a RediSep® silica gel column to afford the title compound as a pale yellow-pink oil. tR: 4.56 min (HPLC 1); ESI-MS: tR=1.13 min, [M+H]+ 246/248 (LC-MS 1); TLC: Rf=0.35 (1:6 EtOAc/heptanes).

後処理

  1. washthe reaction mixture was successively washed with a saturated aqueous solution of NaHCO3, water and brine
  2. dry with materialdried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified

出典と根拠

ORDレコード
ord-c452d7751ac04dc9bb56d0c3d7ec276b
出典データセット
uspto-grants-2016_06
特許番号
US09365576B2

反応ノート

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