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

HRID 1874960노트

반응식

HRID 1874960 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-c732c015b5f04cb097f7069fee362c85
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08304419B2

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