Hydrochloric Acid → 1-[(Cyclohex-1-en-1-yl)methyl]piperidin-4-amine

HRID 446011ノート

反応式

HRID 446011 の反応式
[C:1]1([CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([NH:14]C(=O)OC(C)(C)C)[CH2:10][CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.Cl.[OH-].[Na+]>CO>[C:1]1([CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([NH2:14])[CH2:10][CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 71293652tert-Butyl N-[1-(cyclohex-1-en-1-ylmethyl)piperidin-4-yl]carbamate

生成物 1

HCID 866782451-[(Cyclohex-1-en-1-yl)methyl]piperidin-4-amine収率 95.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of tert-butyl N-[1-(cyclohex-1-en-1-ylmethyl)piperidin-4-yl]carbamate obtained in Example 4a (7.47 g, 25.4 mmol), a 5 N aqueous hydrochloric acid solution (25 ml, 125 mmol) and methanol (100 ml) was stirred at 70° C. for 1.5 hours. The reaction mixture was ice-cooled, a 5 N aqueous sodium hydroxide solution (25 ml, 125 mmol) was added, and the solvent was distilled off. Water was added to the residue, which was extracted with ethyl acetate twice. The organic layer was washed with brine and dried over anhydrous sodium sulfate, and the solvent was distilled off to give the title compound (4.73 g, yield: 95.8%).

後処理

  1. temperaturecooled
  2. distillationthe solvent was distilled off
  3. additionWater was added to the residue, which
  4. extractionwas extracted with ethyl acetate twice
  5. washThe organic layer was washed with brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationthe solvent was distilled off

出典と根拠

ORDレコード
ord-6f09c634598749af8bcb0300466c69f2
出典データセット
uspto-grants-2013_07
特許番号
US08476301B2

反応ノート

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