Hydrochloric Acid → 2-Azaspiro[4.5]decan-8-one

HRID 1056623ノート

反応式

HRID 1056623 の反応式
O1[C:5]2([CH2:14][CH2:13][C:8]3([CH2:12][CH2:11][NH:10][CH2:9]3)[CH2:7][CH2:6]2)[O:4]CC1.Cl>CO>[CH2:9]1[C:8]2([CH2:13][CH2:14][C:5](=[O:4])[CH2:6][CH2:7]2)[CH2:12][CH2:11][NH:10]1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 826579751,4-Dioxa-10-azadispiro[4.2.4.2]tetradecane

生成物 1

HCID 686527332-Azaspiro[4.5]decan-8-one収率 128.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 1,4-dioxa-10-aza-dispiro[4.2.4.2]tetradecane (10 g, 50.69 mmol) in MeOH (100 mL) was added HCl aqueous solution (2 M, 30 mL, 60 mmol). The reaction mixture was stirred at rt overnight and concentrated in vacuo. The residue was dissolved in water (100 mL) and adjusted to pH=10 with a saturated Na2CO3 aqueous solution, then extrated with DCM (200 mL×3). The combined organic phases were washed with brine (200 mL), dried over anhydrous Na2SO4, then filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (MeOH/DCM (v/v)=1/7) to give the title compound as a yellow solid (10 g, 100%).

後処理

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in water (100 mL)
  3. washThe combined organic phases were washed with brine (200 mL)
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by silica gel column chromatography (MeOH/DCM (v/v)=1/7)

出典と根拠

ORDレコード
ord-ff009c32ad974b26a2dc80082e5acd25
出典データセット
uspto-grants-2016_07
特許番号
US09399637B2

反応ノート

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