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

HRID 1643843ノート

反応式

HRID 1643843 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-816098c8797f432fb582e0c416fbe006
出典データセット
uspto-grants-2012_02
特許番号
US08119624B2

反応ノート

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