Hydrochloric Acid → 4-(1-Hydroxy-propyl)-3,8-dimethoxy-1,9-dimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepine-6-carboxylic acid methyl ester

HRID 1692636노트

반응식

HRID 1692636 반응식
[CH3:1][O:2][C:3]([C:5]1[C:15]2[O:14][C:13]3[C:16]([CH:23]=[O:24])=[C:17]([O:21][CH3:22])[CH:18]=[C:19]([CH3:20])[C:12]=3[C:11](=[O:25])[O:10][C:9]=2[C:8]([CH3:26])=[C:7]([O:27][CH3:28])[CH:6]=1)=[O:4].Cl.O1CC[CH2:32][CH2:31]1>>[CH3:1][O:2][C:3]([C:5]1[C:15]2[O:14][C:13]3[C:16]([CH:23]([OH:24])[CH2:31][CH3:32])=[C:17]([O:21][CH3:22])[CH:18]=[C:19]([CH3:20])[C:12]=3[C:11](=[O:25])[O:10][C:9]=2[C:8]([CH3:26])=[C:7]([O:27][CH3:28])[CH:6]=1)=[O:4]

참가 물질

4

반응물 3

HCID 313Hydrochloric AcidHCID 8028Tetrahydrofuran2회HCID 160790624-Formyl-3,8-dimethoxy-1,9-dimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepine-6-carboxylic acid methyl ester

생성물 1

HCID 672804384-(1-Hydroxy-propyl)-3,8-dimethoxy-1,9-dimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepine-6-carboxylic acid methyl ester

실험 절차

The compound from Example 3 (0.15 mmol) was dissolved in absolute tetrahydrofuran. A solution of 2M Grignard reagent (0.7 ml, 1.4 mmol) in tetrahydrofuran was added under ice bath. The mixture was stirred for 1 h. Upon completion, 2 ml of 1N hydrochloric acid was added, and the mixture was extracted with methylene chloride. The organic layer was subsequently washed with water and saturated brine, dried over anhydrous MgSO4, filtered and evaporated by a rotatory evaporator. After chromatographic purification on silica, the title compound was obtained.

후처리

  1. extractionthe mixture was extracted with methylene chloride
  2. washThe organic layer was subsequently washed with water and saturated brine
  3. dry with materialdried over anhydrous MgSO4
  4. filtrationfiltered
  5. customevaporated by a rotatory evaporator
  6. customAfter chromatographic purification on silica

출처 및 근거

ORD 기록
ord-529d19641b954efba2f38d9d24791ed3
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08158623B2

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