Water → Tertiary butoxymethyl triethylene glycol

HRID 127664

반응식

HRID 127664 반응식
[CH3:1][C:2]([O:5][CH2:6][CH:7]1[O:9][CH2:8]1)([CH3:4])[CH3:3].[CH2:10]([OH:16])[CH2:11][O:12][CH2:13][CH2:14][OH:15].O>ClCCl.B(F)(F)F.CCOCC.[OH-].[Na+]>[C:2]([O:5][CH2:6][CH:7]([OH:9])[CH2:8][O:16][CH2:10][CH2:11][O:12][CH2:13][CH2:14][OH:15])([CH3:1])([CH3:3])[CH3:4]

참가 물질

7

반응물 3

HCID 962WaterHCID 8117Diethylene GlycolHCID 243142-((1,1-Dimethylethoxy)methyl)oxirane2회

생성물 1

HCID 20285607Tertiary butoxymethyl triethylene glycol수율 39%

시약·촉매·용매 3

HCID 8000Boron trifluoride etherate촉매HCID 14798Sodium Hydroxide촉매HCID 6344Dichloromethane용매3회

실험 절차

A solution of 100 g (0.77 mole) t-BGE in 100 ml dichloromethane was slowly added with stirring to a glass round bottom flask containing a solution of 250 g (2.4 moles) diethylene glycol and 0.5 ml boron trifluoride etherate catalyst in 150 ml dichloromethane that had first been preheated to 36° C. Over the course of addition (approximately 1.25 hr) the reaction temperature rose to about 45° C. and the dichloromethane began to reflux. The reaction was continued with stirring for about 2 hours after completion of t-BGE addition. A small quantity, approximately 1 g of sodium hydroxide and 20 ml of water were added to the reaction vessel contents. The solvent was then removed by evaporation and the product residue distilled at 0.7 mm Hg pressure. Tertiary butoxymethyl triethylene glycol (71 g, 39 percent yield) was recovered having a boiling point range from 139°-145° C. Analysis by nuclear magnetic resonance (NMR) and infrared (IR) absorption spectroscopy confirmed the product's identity.

후처리

  1. customhad first been preheated to 36° C
  2. additionOver the course of addition (approximately 1.25 hr) the reaction temperature
  3. customrose to about 45° C.
  4. temperatureto reflux
  5. stirringwith stirring for about 2 hours
  6. customThe solvent was then removed by evaporation
  7. distillationthe product residue distilled at 0.7 mm Hg pressure

출처 및 근거

ORD 기록
ord-6fe5ff0c1fb843fb9913799a5d4a8310
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04256859

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