Tetrahydrofuran → {6-[(5-Methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]-3-phenyl-1-benzofuran-2-yl}methanol

HRID 2221528ノート

反応式

HRID 2221528 の反応式
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:33]=[CH:32][C:18]2[C:19]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[C:20]([C:22](OC)=[O:23])[O:21][C:17]=2[CH:16]=1.O1CCCC1.[H-].C([Al+]CC(C)C)C(C)C.O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C(OCC)(=O)C>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:33]=[CH:32][C:18]2[C:19]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[C:20]([CH2:22][OH:23])[O:21][C:17]=2[CH:16]=1

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 62649Sodium sulfate decahydrateHCID 21225700DiisobutylaluminumhydrideHCID 69216315Methyl 6-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]-3-phenyl-1-benzofuran-2-carboxylate

生成物 1

HCID 69215994{6-[(5-Methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]-3-phenyl-1-benzofuran-2-yl}methanol収率 91%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

To a mixture of methyl 6-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]-3-phenyl-1-benzofuran-2-carboxylate (32.70 g) and tetrahydrofuran (500 mL) was added dropwise diisobutylaluminum hydride (0.95M hexane solution, 235 mL) at 0° C. The reaction mixture was stirred at 0° C. for 2 hrs, sodium sulfate decahydrate (71.85 g) was added, and the mixture was stirred at room temperature for 30 min. The reaction mixture was diluted with ethyl acetate and the precipitate was filtered off. The filtrate was concentrated to give {6-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]-3-phenyl-1-benzofuran-2-yl}methanol as colorless crystals (27.80 g, yield 91%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 152-153° C.

後処理

  1. stirringthe mixture was stirred at room temperature for 30 min
  2. filtrationthe precipitate was filtered off
  3. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-48eacb6dc0624bcfb3d3467f721cbc3f
出典データセット
uspto-grants-2008_05
特許番号
US07368578B2

反応ノート

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