Hydrochloric Acid → 7-Methoxy-4a-methyl-3,4,4a,9a-tetrahydro[1]benzofuro[2,3-c]pyridine

HRID 1616921

反応式

HRID 1616921 の反応式
[CH3:1][O:2][C:3]1[CH:17]=[CH:16][C:6]2[C:7]3([CH3:15])[CH2:12][CH2:11][NH:10][C:9](=O)[CH:8]3[O:14][C:5]=2[CH:4]=1.[AlH4-].[Li+].Cl.[OH-].[Na+]>O1CCCC1.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:17]=[CH:16][C:6]2[C:7]3([CH3:15])[CH2:12][CH2:11][N:10]=[CH:9][CH:8]3[O:14][C:5]=2[CH:4]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 28112Lithium aluminum hydride2 回HCID 673237727-methoxy-4a-methyl-3,4,4a,9a-tetrahydro-2Hbenzo[4,5]furo[2,3-c]pyridine-1-one

生成物 1

HCID 673247447-Methoxy-4a-methyl-3,4,4a,9a-tetrahydro[1]benzofuro[2,3-c]pyridine

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒3 回HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 7-methoxy-4a-methyl-3,4,4a,9a-tetrahydro-2Hbenzo[4,5]furo[2,3-c]pyridine-1-one (1.0 g, 4.30 mmol) in tetrahydrofuran (3 mL) was slowly added 1.0 M of lithium tetrahydroaluminate in tetrahydrofuran (2 mL). After 30 min stirring another portion of 1.0 M of lithium tetrahydroaluminate in tetrahydrofuran (1 mL) was added and the reaction was stirred for 2 h. The reaction was transferred into ice, 6N aqueous HCl was added followed by ethyl acetate. The aqueous layer was basified by adding NaOH and the product was extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered and the solvent was evaporated to provide a colorless oil. The product was used in the next reaction step without further purification.

後処理

  1. additionwas added
  2. additionwas added
  3. extractionthe product was extracted with ethyl acetate
  4. washThe organic layer was washed with brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customthe solvent was evaporated
  8. customto provide a colorless oil
  9. customThe product was used in the next reaction step without further purification

出典と根拠

ORDレコード
ord-b2c2e0662ec144ac90a842cebd40af0b
出典データセット
uspto-grants-2014_07
特許番号
US08765779B2

関連ノート

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