Furfuryl Alcohol → (1RS,2SR,6RS,7SR)-1-hydroxymethyl-4-(2,4,6-trimethylphenyl)-10-oxatricyclo-[5.2.1.02,6]dec-8-ene-3,5-dione

HRID 407861ノート

反応式

HRID 407861 の反応式
[CH2:1]([OH:7])[C:2]1[O:6][CH:5]=[CH:4][CH:3]=1.[CH3:8][C:9]1[CH:14]=[C:13]([CH3:15])[CH:12]=[C:11]([CH3:16])[C:10]=1[CH:17]1[C:21](=[O:22])[CH:20]=[CH:19][C:18]1=[O:23].[Mg+2].[I-].[I-]>>[OH:7][CH2:1][C:2]12[O:6][CH:5]([CH:4]=[CH:3]1)[CH:19]1[CH:20]2[C:21](=[O:22])[CH:17]([C:10]2[C:11]([CH3:16])=[CH:12][C:13]([CH3:15])=[CH:14][C:9]=2[CH3:8])[C:18]1=[O:23]

参加物

4

実験手順

Furfuryl alcohol (4 ml, 46.7 mmol) is added to 2-(2,4,6-trimethylphenyl)cyclopent-4-ene-1,3-dione (2.0 g, 9.3 mmol) and MgI2 (520 mg, 1.86 mmol) and the reaction is stirred for 17 hours. The reaction mixture is adsorbed onto silica gel and purified by column chromatography on silica gel to give (1RS,2SR,6RS,7SR)-1-hydroxymethyl-4-(2,4,6-trimethylphenyl)-10-oxatricyclo-[5.2.1.02,6]dec-8-ene-3,5-dione.

後処理

  1. custompurified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-1499e149ff694596b41c4a4955c9b88b
出典データセット
uspto-grants-2014_06
特許番号
US08754242B2

反応ノート

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