Isopropanol → 3-(2-Carboxymethoxy-4-methoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indan-2-ylacetic acid

HRID 862364ノート

反応式

HRID 862364 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([O:18][CH2:19][CH2:20][CH3:21])[CH:16]=3)[CH:11]([C:22]3[CH:27]=[CH:26][C:25]4[O:28][CH2:29][O:30][C:24]=4[CH:23]=3)[CH:10]2C(O)=O)=[C:5]([O:34][CH2:35]OC)[CH:4]=1.COC1C=CC(C2C3C(=CC=C(OCCC)C=3)C(C3C=CC4OCOC=4C=3)[CH:47]2[C:68]([O-:70])=[O:69])=C(OCOC)C=1.[OH-:75].[Na+].[CH:77]([OH:80])(C)C>>[C:77]([CH2:35][O:34][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[CH:7][C:6]=1[CH:9]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:18][CH2:19][CH2:20][CH3:21])[CH:16]=2)[CH:11]([C:22]2[CH:27]=[CH:26][C:25]3[O:28][CH2:29][O:30][C:24]=3[CH:23]=2)[CH:10]1[CH2:47][C:68]([OH:70])=[O:69])([OH:80])=[O:75]

参加物

5

反応物 4

HCID 3776IsopropanolHCID 14798Sodium HydroxideHCID 187038763-(4Methoxy-2-methoxymethoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylateHCID 187038773-(4-Methoxy-2-methoxymethoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylic acid

生成物 1

HCID 101663713-(2-Carboxymethoxy-4-methoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indan-2-ylacetic acid収率 84%

実験手順

(1RS, 2SR, 3RS)-3-(4-Methoxy-2-methoxymethoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylic acid. A solution of methyl (1RS, 2RS, 3RS)-3-(4-methoxy-2-methoxymethoxyphenyl)-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylate (2.42 g, 4.6 mmol) in isopropyl alcohol (30 ml) with aqueous NaOH (8 ml of 5N solution) was refluxed for 4 h. The resultant mixture was partitioned between EtOAc and 3N HCl. The organic extract was washed with H2O then brine, dried (Na2SO4) and solvent removed in vacuo to afford the title compound as a colorless oil (1.98 g, 84%).

後処理

  1. customThe resultant mixture was partitioned between EtOAc and 3N HCl
  2. extractionThe organic extract
  3. washwas washed with H2O
  4. dry with materialbrine, dried (Na2SO4) and solvent
  5. customremoved in vacuo

出典と根拠

ORDレコード
ord-53ad9e5afbe54c55abd2e7dfda602e29
出典データセット
uspto-grants-1998_02
特許番号
US05716984

反応ノート

読み込み中…