Water → 3-chloro-1-methyl-1H-pyrazole-5-carboxylic acid

HRID 402486

반응식

HRID 402486 반응식
[Cl:1][C:2]1[CH:6]=[C:5]([C:7]([O:9]C)=[O:8])[N:4]([CH3:11])[N:3]=1.O.[Li+].[OH-]>O1CCOCC1>[Cl:1][C:2]1[CH:6]=[C:5]([C:7]([OH:9])=[O:8])[N:4]([CH3:11])[N:3]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 67209478Methyl 3-chloro-1-methyl-1H-pyrazole-5-carboxylate

생성물 1

HCID 189704593-chloro-1-methyl-1H-pyrazole-5-carboxylic acid수율 91%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a solution of methyl 3-chloro-1-methyl-1H-pyrazole-5-carboxylate (6.0 g, 34.4 mmol) in dioxane (10 ml) was added H2O (10 ml) and LiOH (1.65 g, 68.7 mmol). After stirring for 16 h, the reaction mixture was washed with CH2Cl2 and then the aqueous phase acidified by drop wise addition of conc. HCl. The resulting residue was filtered off, washed with water and dried to yield the title compound (5.0 g, 91%). [1H-NMR (DMSO-d6, 360 MHz) δ 13.77 (br. s, 1H), 6.88 (d, 1H), 4.05 (s, 3H); HPLC-MS RtJ=0.47 min; [M+H]+=160.9, 163.0]

후처리

  1. washthe reaction mixture was washed with CH2Cl2
  2. additionthe aqueous phase acidified by drop wise addition of conc. HCl
  3. filtrationThe resulting residue was filtered off
  4. washwashed with water
  5. customdried

출처 및 근거

ORD 기록
ord-183ac1dfd9d94eadbac3b6ccbdf198fd
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08742106B2

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