Chloromethyl Methyl Ether → 3-Methoxymethyloxyphthalic anhydride

HRID 1242059

반응식

HRID 1242059 반응식
[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=[O:12])[O:5][C:6]2=[O:11].C(N(C(C)C)CC)(C)C.[CH3:22][O:23][CH2:24]Cl>CN(C)C=O>[CH3:22][O:23][CH2:24][O:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[C:4](=[O:12])[O:5][C:6]2=[O:11]

참가 물질

5

반응물 3

HCID 7864Chloromethyl Methyl EtherHCID 81531DiisopropylethylamineHCID 965803-Hydroxyphthalic anhydride

생성물 1

HCID 219367353-Methoxymethyloxyphthalic anhydride수율 95.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 4-hydroxy-isobenzofuran-1,3-dione (0.5 g, 3.03 mmol) in anhydrous N,N-dimethylformamide (6 ml) under nitrogen was added diisopropylethylamine (1.05 ml, 6.06 mmol). The solution was stirred with cooling in an ice bath and chloromethyl methyl ether (0.46 ml, 6.06 mmol) was added. The reaction was allowed to slowly warm to ambient temperature and then stirred for an additional 7 h. The mixture was concentrated in vacuo to a small volume and diluted with ethyl acetate (75 ml). The organic layer was washed with water (2×40 ml), brine (20 ml), dried (Na2SO4), filtered, and the solvent evaporated in vacuo to give 0.6 g (95%) of 4-methoxymethoxy-isobenzofuran-1,3-dione as a solid.

후처리

  1. temperaturewith cooling in an ice bath
  2. stirringstirred for an additional 7 h
  3. concentrationThe mixture was concentrated in vacuo to a small volume
  4. additiondiluted with ethyl acetate (75 ml)
  5. washThe organic layer was washed with water (2×40 ml), brine (20 ml)
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. customthe solvent evaporated in vacuo

출처 및 근거

ORD 기록
ord-9c159aa09fca4c05ba10f78ada78664b
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07115624B1

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