(2-Methyl-furan-3-yl)-acetic acid ethyl ester → 2-(2-Methylfuran-3-yl)ethan-1-ol

HRID 2266813ノート

反応式

HRID 2266813 の反応式
C([O:3][C:4](=O)[CH2:5][C:6]1[CH:10]=[CH:9][O:8][C:7]=1[CH3:11])C.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[CH3:11][C:7]1[O:8][CH:9]=[CH:10][C:6]=1[CH2:5][CH2:4][OH:3]

参加物

4

反応物 2

HCID 14755481(2-Methyl-furan-3-yl)-acetic acid ethyl esterHCID 21226445Aluminium lithium hydride

生成物 1

HCID 184446362-(2-Methylfuran-3-yl)ethan-1-ol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

A solution of (2-methyl-furan-3-yl)-acetic acid ethyl ester (11.8 g, 70.2 mmoles) in tetrahydrofuran (50 ml) was added to a stirred suspension of lithium aluminium hydride (2.66 g, 70.2 mmoles) under a nitrogen atmosphere and with cooling to 0° C. When the addition was complete the mixture was stirred at room temperature for 3 hours, then quenched by the addition of excess acetone. After acidifying with 10% aqueous hydrochloric acid the mixture was extracted three times with diethyl ether. The combined extracts were dried and evaporated to afford crude 2-(2-methyl-furan-3-yl)-ethanol as a yellow oil. (ii) Compound (70) was prepared in the form of a pale yellow oil from crude 2-(2-methyl-furan-3-yl)-ethanol (from (i)) by adapting the procedure of Example 1(a).

後処理

  1. additionWhen the addition
  2. customquenched by the addition of excess acetone
  3. extractionwas extracted three times with diethyl ether
  4. customThe combined extracts were dried
  5. customevaporated

出典と根拠

ORDレコード
ord-f0d072bfbbd648fd8d53c1bd94449397
出典データセット
uspto-grants-2010_12
特許番号
US07858644B2

反応ノート

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