Lithium Hydroxide → 3-Chloro-5-formyl-1H-pyrrole-2-carboxylic acid

HRID 1874960ノート

反応式

HRID 1874960 の反応式
[Li+].[OH-].[Cl:3][C:4]1[CH:8]=[C:7]([CH:9]=[O:10])[NH:6][C:5]=1[C:11]([O:13]C)=[O:12]>C1COCC1.CO>[Cl:3][C:4]1[CH:8]=[C:7]([CH:9]=[O:10])[NH:6][C:5]=1[C:11]([OH:13])=[O:12]

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 86644900methyl 3-chloro-5-formyl-1H-pyrrole-2-carboxylate

生成物 1

HCID 866449023-Chloro-5-formyl-1H-pyrrole-2-carboxylic acid収率 114.6%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

LiOH (2 mL, 2 mmol) was added to a solution of methyl 3-chloro-5-formyl-1H-pyrrole-2-carboxylate (0.050 g, 0.26 mmol) in THF (2 mL) and methanol (2 mL). The solution was stirred at room temperature overnight. The solvents were evaporated and the residue was partitioned between EtOAc and 1 N HCl. The organic layer was separated, dried over MgSO4, filtered and evaporated to a solid to afford the title compound (0.0517 g) as a crude product which was used with no further purification. 1H NMR (400 MHz, Acetone-d6) δ ppm 11.87 (br. s., 1H), 9.72 (s, 1H), 7.02 (s, 1H). LCMS: m/z 174.2 (M+1).

後処理

  1. customThe solvents were evaporated
  2. customthe residue was partitioned between EtOAc and 1 N HCl
  3. customThe organic layer was separated
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated to a solid

出典と根拠

ORDレコード
ord-c732c015b5f04cb097f7069fee362c85
出典データセット
uspto-grants-2012_11
特許番号
US08304419B2

反応ノート

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