Sodium Hydroxide → 7-Methoxy-2,2-dimethyl-2,3-dihydrobenzofuran-5-carboxylic acid

HRID 1177373노트

반응식

HRID 1177373 반응식
[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([CH3:13])([CH3:12])[CH2:8][C:7]=2[CH:6]=[C:5]([C:14]([O:16]C)=[O:15])[CH:4]=1.[OH-].[Na+]>CO>[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([CH3:13])([CH3:12])[CH2:8][C:7]=2[CH:6]=[C:5]([C:14]([OH:16])=[O:15])[CH:4]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 59560140Methyl 7-methoxy-2,2-dimethyl-2,3-dihydrobenzofuran-5-carboxylate

생성물 1

HCID 595602947-Methoxy-2,2-dimethyl-2,3-dihydrobenzofuran-5-carboxylic acid수율 68%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of methyl 7-methoxy-2,2-dimethyl-2,3-dihydrobenzofuran-5-carboxylate (40 g, 0.17 mol) in MeOH (200 mL) was added NaOH (34 g, 0.85 mol) in one portion. The mixture was stirred at room temperature for 24 h. TLC (EtOAc/petroleum ether=1/1) showed the reaction was complete. Then MeOH was removed under vacuum. The residue was dissolved in water (100 mL), and the solution was acidified with conc. HCl. The solid was filtered and the filter cake was dried in vacuo to give the title compound (25 g, 68%) as a white solid. 1H NMR (400 MHz, CDCl3): δ 7.62 (s, 1H), 7.54 (s, 1H), 3.94 (s, 3H), 3.00 (s, 2H), 1.50 (s, 6H).

후처리

  1. customThen MeOH was removed under vacuum
  2. dissolutionThe residue was dissolved in water (100 mL)
  3. filtrationThe solid was filtered
  4. customthe filter cake was dried in vacuo

출처 및 근거

ORD 기록
ord-2c2547bb112d40848c149b350a77c074
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842713B2

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