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

HRID 1643843노트

반응식

HRID 1643843 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-816098c8797f432fb582e0c416fbe006
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08119624B2

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