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

HRID 931692

반응식

HRID 931692 반응식
[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]

참가 물질

7

반응물 3

HCID 6510TrimethylolpropaneHCID 8471TriethylamineHCID 107951,1-Dimethoxyethane

생성물 1

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

시약·촉매·용매 3

HCID 61578Diammonium molybdate촉매HCID 521998p-Toluenesulfonic acid monohydrate촉매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-36b3516933c442f9b5823fb96a670468
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09296835B2

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