Water → 2-(1,4-Dioxaspiro(4.5)decan-8-yl)ethan-1-ol

HRID 1799808

反応式

HRID 1799808 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[O:7]1[C:11]2([CH2:16][CH2:15][CH:14]([CH2:17][C:18](OC)=[O:19])[CH2:13][CH2:12]2)[O:10][CH2:9][CH2:8]1.O>O1CCCC1>[O:7]1[C:11]2([CH2:16][CH2:15][CH:14]([CH2:17][CH2:18][OH:19])[CH2:13][CH2:12]2)[O:10][CH2:9][CH2:8]1

参加物

5

反応物 3

HCID 962WaterHCID 20711792Methyl 2-(1,4-dioxaspiro[4.5]decan-8-yl)acetateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 118054582-(1,4-Dioxaspiro(4.5)decan-8-yl)ethan-1-ol収率 91.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

A suspension of 0.76 g of lithium aluminum hydride in 10 mL of tetrahydrofuran was cooled to 0° C. under a nitrogen atmosphere. To the suspension was added dropwise a solution of 2.18 g of methyl 1,4-dioxaspiro[4.5]decane-8-acetate in 10 mL of tetrahydrofuran, followed by stirring at room temperature for 3 hours. After the reaction mixture was cooled to 0° C., 1 mL of water was added thereto. The mixture was filtered through celite and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 1.73 g of 1,4-dioxaspiro[4.5]decane-8-ethanol represented by the following formula:

後処理

  1. temperatureAfter the reaction mixture was cooled to 0° C.
  2. filtrationThe mixture was filtered through celite
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-80fec949036d490781f7d22dab675d43
出典データセット
uspto-grants-2013_01
特許番号
US08344163B2

関連ノート

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