Water → (8-Phenyl-1,4-dioxaspiro[4.5]decan-8-YL)methanamine

HRID 1477187ノート

反応式

HRID 1477187 の反応式
[C:1]1([C:7]2([C:17]#[N:18])[CH2:16][CH2:15][C:10]3([O:14][CH2:13][CH2:12][O:11]3)[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].O.[OH-].[Na+]>C1COCC1>[C:1]1([C:7]2([CH2:17][NH2:18])[CH2:8][CH2:9][C:10]3([O:14][CH2:13][CH2:12][O:11]3)[CH2:15][CH2:16]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 122302748-Phenyl-1,4-dioxaspiro[4.5]decane-8-carbonitrileHCID 21226445Aluminium lithium hydride

生成物 1

HCID 20596179(8-Phenyl-1,4-dioxaspiro[4.5]decan-8-YL)methanamine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒4 回

実験手順

A solution of the title compound of step 3 (10.0 g, 41.1 mmol) in dry THF (70 mL) was slowly added to a mixture of LiAlH4 (1.87 g, 49.3 mmol) in dry THF (25 mL) in a protective gas. The mixture was then stirred for 3 h with reflux. After the reaction mixture had cooled, a solution of water (1.87 mL, 104 mmol) diluted with a little THF was added in drops with ice cooling and subsequently stirred for 10 min. 15% aqueous NaOH (1.87 mL, 8.17 mmol) diluted with a little THF was then added in drops and water (5.6 mL) was then added again. The precipitate formed was filtered over diatomaceous earth and the solvent removed in a vacuum. The amine remained as residue.

後処理

  1. temperaturewith reflux
  2. temperatureAfter the reaction mixture had cooled
  3. additionwas added in drops with ice cooling
  4. stirringsubsequently stirred for 10 min
  5. additionwas then added again
  6. customThe precipitate formed
  7. filtrationwas filtered over diatomaceous earth
  8. customthe solvent removed in a vacuum

出典と根拠

ORDレコード
ord-e5d3bf51995f49cba3a121aa45c4136c
出典データセット
uspto-grants-2016_08
特許番号
US09403767B2

反応ノート

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