Trimethylolpropane → 1,3-Dioxane-5-methanol, 5-ethyl-2,2-dimethyl-

HRID 931692

反応式

HRID 931692 の反応式
[CH2:1]([C:3]([CH2:8][OH:9])([CH2:6][OH:7])[CH2:4][CH3:5])[OH:2].CO[CH:12](OC)[CH3:13].[CH2:16](N(CC)CC)C>O1CCCC1.[NH4+].[NH4+].[O-][Mo]([O-])(=O)=O.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH2:4]([C:3]1([CH2:8][OH:9])[CH2:6][O:7][C:12]([CH3:13])([CH3:16])[O:2][CH2:1]1)[CH3:5]

参加物

7

反応物 3

HCID 6510TrimethylolpropaneHCID 8471TriethylamineHCID 107951,1-Dimethoxyethane

生成物 1

HCID 118161521,3-Dioxane-5-methanol, 5-ethyl-2,2-dimethyl-収率 95%

試薬・触媒・溶媒 3

HCID 61578Diammonium molybdate触媒HCID 521998p-Toluenesulfonic acid monohydrate触媒HCID 8028Tetrahydrofuran溶媒

実験手順

Trimethylolpropane (10.0 g; 74.6 mmol), 2,2-dimethoxyethane (9.01 g; 86.5 mmol) and p-toluenesulfonic acid monohydrate (0.369 g; 1.94 mmol) were dissolved in tetrahydrofuran (125 mL). The clear solution was stirred at ambient temperature for 24 h. TLC (stained with ammonium molybdate) confirmed near quantitative conversion of the starting triol. The reaction was neutralised with triethylamine (10 mL) and all volatiles were removed in vacuo. Colourless oily residue was passed through a silicagel column (eluent ethyl acetate/cyclohexane 1:1). The eluent was evaporated to provide (5-ethyl-2,2-dimethyl-1,3-dioxan-5-yl)methanol (12.34 g; 95% yield) as a colourless oil.

後処理

  1. customall volatiles were removed in vacuo
  2. customThe eluent was evaporated

出典と根拠

ORDレコード
ord-36b3516933c442f9b5823fb96a670468
出典データセット
uspto-grants-2016_03
特許番号
US09296835B2

関連ノート

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