Carbon Dioxide → 5,5-Dimethyl-1,3-dioxan-2-one

HRID 1493685

반응식

HRID 1493685 반응식
[C:1](Cl)(Cl)=[O:2].[CH3:5][C:6]([CH3:11])([CH2:9][OH:10])[CH2:7][OH:8].Cl.C(=O)=O>ClCCl>[CH3:5][C:6]1([CH3:11])[CH2:9][O:10][C:1](=[O:2])[O:8][CH2:7]1

참가 물질

6

반응물 4

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 6371Phosgene2회HCID 31344Neopentyl glycol

생성물 1

HCID 1379845,5-Dimethyl-1,3-dioxan-2-one수율 90%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
110 °C

실험 절차

198 g (2.00 mol) phosgene were introduced over a period of 1,5 h at 0° to 5° C. into a suspension of 208 g (2.00 mol) 2,2-dimethylpropane-1,3-diol and 600 ml dry dichloromethane, followed by stirring at that temperature until the initially vigorous evolution of hydrogen chloride had abated. The discharge of phosgene was prevented by an effective reflux condenser (dry ice). The solvent was then removed in vacuo, 500 mg (0.2% by weight) imidazole and 500 ml toluene were added and the reaction was completed by slowly increasing the temperature to 110° C. until the evolution of hydrogen chloride had stopped (3 hours). Residues of hydrogen chloride were then removed by application of a low vacuum. Removal of the toluene and fractionation of the residue in vacuo left 121 g (93%) of a solid product (boiling point 142° to 146° C./10 mbar). Recrystallization from ethyl acetate gave 117 g (90%) of product (Mp. 108° to 109° C.). Further working up is unnecessary.

후처리

  1. customThe solvent was then removed in vacuo, 500 mg (0.2% by weight) imidazole and 500 ml toluene
  2. additionwere added
  3. custom(3 hours)
  4. customResidues of hydrogen chloride were then removed by application of a low vacuum
  5. customRemoval of the toluene and fractionation of the residue in vacuo
  6. waitleft 121 g (93%) of a solid product (boiling point 142° to 146° C./10 mbar)
  7. customRecrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-17bd2626295c4c36adffac6f5793412e
출처 데이터셋
uspto-grants-1991_06
특허 번호
US05023346

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