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 1692636ノート

反応式

HRID 1692636 の反応式
[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]

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 8028Tetrahydrofuran2 回HCID 160790624-Formyl-3,8-dimethoxy-1,9-dimethyl-11-oxo-11H-dibenzo[b,e][1,4]dioxepine-6-carboxylic acid methyl ester

生成物 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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-529d19641b954efba2f38d9d24791ed3
出典データセット
uspto-grants-2012_04
特許番号
US08158623B2

反応ノート

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