(6-Hydroxy-1-benzofuran-3-yl)acetate → (S)-Methyl 2-(6-hydroxy-2,3-dihydrobenzofuran-3-yl)acetate

HRID 453470ノート

反応式

HRID 453470 の反応式
[OH:1][C:2]1[CH:14]=[CH:13][C:5]2[C:6]([CH2:9][C:10]([O-:12])=[O:11])=[CH:7][O:8][C:4]=2[CH:3]=1.[CH3:15][O-].[Na+].[H][H]>CO>[OH:1][C:2]1[CH:14]=[CH:13][C:5]2[C@H:6]([CH2:9][C:10]([O:12][CH3:15])=[O:11])[CH2:7][O:8][C:4]=2[CH:3]=1

参加物

5

反応物 3

HCID 2110914(6-Hydroxy-1-benzofuran-3-yl)acetateHCID 10942334Sodium MethoxideHCID 178418361HCID 178418361、化合物

生成物 1

HCID 53393313(S)-Methyl 2-(6-hydroxy-2,3-dihydrobenzofuran-3-yl)acetate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒3 回

実験手順

To a mixture of (1,5-cyclooctadiene)rhodium trifluoromethanesulfonate (656 mg) and (S,S)-Et-FerroTANE (620 mg) was added methanol (200 mL) sufficiently substituted by argon gas, and the mixture was stirred at room temperature 15 min. To a mixture of (6-hydroxy-1-benzofuran-3-yl)acetate (26.1 g) and sodium methoxide (3.8 g) was added methanol (500 mL) sufficiently substituted by argon gas. The methanol solution prepared earlier was added thereto, and the mixture was stirred at room temperature for 2 hr under 0.7 MPa hydrogen atmosphere. The reaction mixture was quantified by HPLC. As a result, the enantiomeric excess was 90.8%, the yield was quantitative.

後処理

  1. additionwas added

出典と根拠

ORDレコード
ord-8ad68d803ebc48f188c13d3f238971b0
出典データセット
uspto-grants-2013_07
特許番号
US08492430B2

反応ノート

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