Hydrochloric Acid → 4-[2-(1,2,3,4-Tetramethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-7-yl)ethoxy]phenylmethanol

HRID 2268496ノート

反応式

HRID 2268496 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[C:14]2[CH2:15][CH2:16][CH:17]([CH2:20][CH2:21][O:22][C:23]3[CH:33]=[CH:32][C:26]([C:27](OCC)=[O:28])=[CH:25][CH:24]=3)[CH2:18][CH2:19][C:13]=2[C:12]([O:34][CH3:35])=[C:11]([O:36][CH3:37])[C:10]=1[O:38][CH3:39].Cl>C(OCC)C.C1COCC1.O>[CH3:35][O:34][C:12]1[C:13]2[CH2:19][CH2:18][CH:17]([CH2:20][CH2:21][O:22][C:23]3[CH:24]=[CH:25][C:26]([CH2:27][OH:28])=[CH:32][CH:33]=3)[CH2:16][CH2:15][C:14]=2[C:9]([O:8][CH3:7])=[C:10]([O:38][CH3:39])[C:11]=1[O:36][CH3:37]

参加物

7

反応物 3

HCID 313Hydrochloric AcidHCID 18348644Ethyl 4-[2-(1,2,3,4-Tetramethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-7-yl)ethoxy]benzoateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 183485334-[2-(1,2,3,4-Tetramethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-7-yl)ethoxy]phenylmethanol収率 63.7%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of lithium aluminum hydride (91.8 mg) in diethyl ether (10 ml) was dropwise added a solution of ethyl 4-[2-(1,2,3,4-tetramethoxy-6,7,8,9-tetrahydro-5H-benzo[a]cyclohepten-7-yl)ethoxy]benzoate (553 mg) in THF (10 ml) with cooling with ice. After stirring was continued for 15 min, 10% hydrochloric acid was added to the reaction mixture, which was diluted with water and extracted with ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride and dried. The solvent was removed in vacuo. The residue was recrystallized from hexane-ethyl acetate to yield the entitled compound (320 mg) as crystals.

後処理

  1. temperaturewith cooling with ice
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water and saturated aqueous sodium chloride
  4. customdried
  5. customThe solvent was removed in vacuo
  6. customThe residue was recrystallized from hexane-ethyl acetate

出典と根拠

ORDレコード
ord-a9ebfb5512ee46e08197e211a5c16d90
出典データセット
uspto-grants-2001_12
特許番号
US06326369B1

反応ノート

読み込み中…