Methanol → 6-(7-Hydroxyheptyl)-7-(3-hydroxy-3-methyloct-1-enyl)-1,4-dioxaspiro[4,4]nonane

HRID 372056ノート

反応式

HRID 372056 の反応式
CO.O.[OH:4][C:5]([CH3:34])([CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH:6]=[CH:7][CH:8]1[CH2:16][CH2:15][C:10]2([O:14][CH2:13][CH2:12][O:11]2)[CH:9]1[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][O:24][Si](C)(C)C>C(O)(=O)C.C(OCC)C>[OH:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH:9]1[CH:8]([CH:7]=[CH:6][C:5]([OH:4])([CH3:34])[CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH2:16][CH2:15][C:10]21[O:14][CH2:13][CH2:12][O:11]2

参加物

6

反応物 3

HCID 887MethanolHCID 962WaterHCID 537744147-(3-Hydroxy-3-methyloct-1-enyl)-6-(7-trimethylsiloxyheptyl)-1,4-dioxaspiro[4,4]nonane

生成物 1

HCID 570707516-(7-Hydroxyheptyl)-7-(3-hydroxy-3-methyloct-1-enyl)-1,4-dioxaspiro[4,4]nonane収率 78.5%

試薬・触媒・溶媒 2

HCID 176Acetic Acid触媒HCID 3283Diethyl Ether溶媒

実験手順

Methanol (30 ml.), water (15 ml.) and glacial acetic acid (3 drops) were added to 7-(3-hydroxy-3-methyloct-1-enyl)-6-(7-trimethylsilyloxyheptyl)-1,4-dioxaspiro[4,4]nonane (0.5 g.) and the mixture was stirred at room temperature for 30 minutes. An excess of diethyl ether was then added and the resulting solution was washed with dilute aqueous sodium bicarbonate solution and sodium chloride solution respectively, and dried over sodium sulphate, to give crude 6-(7-hydroxyheptyl)-7-(3-hydroxy-3-methyloct-1-enyl)-1,4-dioxaspiro[4,4]nonane (0.33 g.), νmax 3400 cm-1, pure enough to use in the next stage.

後処理

  1. washthe resulting solution was washed with dilute aqueous sodium bicarbonate solution and sodium chloride solution respectively
  2. dry with materialdried over sodium sulphate

出典と根拠

ORDレコード
ord-24b446fafe974818890826487e02f47c
出典データセット
uspto-grants-1978_05
特許番号
US04088695

反応ノート

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