Methanol → HCID 86675044、化合物

HRID 1912075

反応式

HRID 1912075 の反応式
[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][CH:12]([C:21](=O)[C:22]#[C:23][CH:24]1[CH2:27][CH:26]([CH2:28][C:29]([CH3:32])([CH3:31])[CH3:30])[CH2:25]1)[CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO.S([O-])([O-])(=O)=O.[Na+].[Na+].[Cl-].[CH3:44][O:45][NH3+:46]>N1C=CC=CC=1>[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][CH:12]([C:21](=[N:46][O:45][CH3:44])[C:22]#[C:23][CH:24]1[CH2:27][CH:26]([CH2:28][C:29]([CH3:32])([CH3:31])[CH3:30])[CH2:25]1)[CH2:13][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 887MethanolHCID 11639O-methylhydroxylammonium chlorideHCID 24436Sodium SulfateHCID 71127328tert-Butyl 3-(3-benzyloxypropyl)-6-[3-(2,2-dimethylpropyl)cyclobutyl]-4-oxo-5-hexynoate

生成物 1

HCID 86675044HCID 86675044、化合物収率 92.4%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

tert-Butyl 3-(3-benzyloxypropyl)-6-[3-(2,2-dimethylpropyl)cyclobutyl]-4-oxo-5-hexynoate (3.44 g) and methanol (35 mL) were mixed. To the mixture were added sodium sulfate (2.15 g), pyridine (3.5 mL) and O-methylhydroxylammonium chloride (1.26 g). The mixture was stirred at RT overnight. The mixture was then filtered, and the filtrate was concentrated in vacuo. To the resultant residue was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, then dried over magnesium sulfate. The magnesium sulfate was filtered off and the filtrate was concentrated in vacuo. To the resultant residue was added silica gel (5 g), and the mixture was stirred at RT for 10 min. The silica gel was filtered off and the filtrate was concentrated in vacuo to give the title compound (3.38 g) as a crude product.

後処理

  1. filtrationThe mixture was then filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. additionTo the resultant residue was added water
  4. extractionthe mixture was extracted with ethyl acetate
  5. washThe organic layer was washed with water and brine
  6. dry with materialdried over magnesium sulfate
  7. filtrationThe magnesium sulfate was filtered off
  8. concentrationthe filtrate was concentrated in vacuo
  9. additionTo the resultant residue was added silica gel (5 g)
  10. stirringthe mixture was stirred at RT for 10 min
  11. filtrationThe silica gel was filtered off
  12. concentrationthe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-8c793229826f4136a906034c99bc1f03
出典データセット
uspto-grants-2013_12
特許番号
US08604069B2

関連ノート

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