Lithium hydroxide, monohydrate → HCID 67754673, 화합물

HRID 1756623노트

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HRID 1756623 반응식
[CH3:1][O:2][C:3]([NH:5][C:6]1[C:14]([CH2:15]/[CH:16]=[C:17](\[CH3:24])/[CH2:18][CH2:19][C:20]([O:22]C)=[O:21])=[C:13]([O:25][CH3:26])[C:12]([CH3:27])=[C:11]2[C:7]=1[C:8](=[O:28])[O:9][CH2:10]2)=[O:4].O[Li].O>CO.O>[CH3:1][O:2][C:3]([NH:5][C:6]1[C:14]([CH2:15]/[CH:16]=[C:17](\[CH3:24])/[CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[C:13]([O:25][CH3:26])[C:12]([CH3:27])=[C:11]2[C:7]=1[C:8](=[O:28])[O:9][CH2:10]2)=[O:4]

참가 물질

4

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 86748395HCID 86748395, 화합물

생성물 1

HCID 67754673HCID 67754673, 화합물수율 62.2%

시약·촉매·용매 1

HCID 22242641Methanol--water (1/1)용매

실험 절차

A solution of methyl (E)-6-(1,3-dihydro-4-isocyanato-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl)-4-methyl-4-hexenoate (1.0 g) in 10 ml methanol was heated to reflux for 4 hours and then evaporated to dryness. The residue was recrystallized from acetone/hexane to give 0.41 g of methyl (E)-6-(1,3-dihydro-4-methoxycarbonylamino-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl)-4-methyl-4-hexenoate. The ester (0.35 g) and 0.05 g of LiOH-H2O in 9 ml 2:1 MeOH-H2O was heated at reflux for 4 hours. The mixture was acidified, extracted with ethyl acetate, and the organic layer was dried over MgSO4. The organic layer was concentrated and the residue was further purified by silica gel chromatography (eluant 60:40:2 hexane:ethyl acetate:acetic acid) to give 0.21 g of (E)-6-(1,3-dihydro-4-methoxycarbonylamino-6-methoxy-7-methyl-3-oxoisobenzofuran-5-yl)-4-methyl-4-hexenoic acid, mp 155°-158° C.

후처리

  1. temperatureat reflux for 4 hours
  2. extractionextracted with ethyl acetate
  3. dry with materialthe organic layer was dried over MgSO4
  4. concentrationThe organic layer was concentrated
  5. customthe residue was further purified by silica gel chromatography (eluant 60:40:2 hexane:ethyl acetate:acetic acid)

출처 및 근거

ORD 기록
ord-c84fe8a57f8440d1a86fa41584dc0636
출처 데이터셋
uspto-grants-1995_08
특허 번호
US05441953

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