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Sodium Hydroxide → 3-Methyl-1-benzofuran-5-carboxylic acid

HRID 2181675
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HRID 2181675 반응식
[CH3:1][C:2]1[C:6]2[CH:7]=[C:8]([C:11]([O:13]C)=[O:12])[CH:9]=[CH:10][C:5]=2[O:4][CH:3]=1.[OH-].[Na+]>CO.O>[CH3:1][C:2]1[C:6]2[CH:7]=[C:8]([C:11]([OH:13])=[O:12])[CH:9]=[CH:10][C:5]=2[O:4][CH:3]=1
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참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 111714895-Benzofurancarboxylic acid, 3-methyl-, methyl ester

생성물 1

HCID 228321223-Methyl-1-benzofuran-5-carboxylic acid수율 95.9%

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 962Water용매

실험 절차

Methyl 3-methyl-1-benzofuran-5-carboxylate (365 mg, 1.9 mmol) is dissolved in MeOH (7 mL), diluted with H2O (3.5 mL) and treated with 3N NaOH (1.41 mL, 4.2 mmol). The mixture is diluted with MeOH (3.5 mL) to homogeneity, stirred at RT for 2.5 days then concentrated to dryness. The residue is dissolved in H2O (5 mL) and acidified to pH 2 with concentrated HCl. The resulting solid is filtered and dried in a vacuum oven at 40° C. for 18 h to afford 321 mg (95%) of 3-methyl-1-benzofuran-5-carboxylic acid as a white solid. HRMS (FAB) calcd for C10H8O3+H: 177.0552, found: 177.0553 (M+H)+.

후처리

  1. concentrationthen concentrated to dryness
  2. dissolutionThe residue is dissolved in H2O (5 mL)
  3. filtrationThe resulting solid is filtered
  4. customdried in a vacuum oven at 40° C. for 18 h

출처 및 근거

ORD 기록
ord-379062f285a94a91a6b87e4c0ba0ca87
출처 데이터셋
uspto-grants-2005_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06894042B2

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