1,4-Dioxa-10-azadispiro[4.2.4^{8}.2^{5}]tetradecan-11-one → 2-Azaspiro[4.5]decane-3,8-dione

HRID 1505692ノート

反応式

HRID 1505692 の反応式
O1[C:5]2([CH2:15][CH2:14][C:8]3([CH2:12][C:11](=[O:13])[NH:10][CH2:9]3)[CH2:7][CH2:6]2)[O:4]CC1>Cl>[CH2:9]1[C:8]2([CH2:7][CH2:6][C:5](=[O:4])[CH2:15][CH2:14]2)[CH2:12][C:11](=[O:13])[NH:10]1

参加物

3

反応物 1

HCID 577954141,4-Dioxa-10-azadispiro[4.2.4^{8}.2^{5}]tetradecan-11-one

生成物 1

HCID 577955102-Azaspiro[4.5]decane-3,8-dione収率 92%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

A solution of 1,4-dioxa-10-azadispiro[4.2.4.2]tetradecan-11-one (10.5 g, 49.8 mmol) in aq.HCl (2N, 20 mL) was stirred at RT for 2 h. The reaction mixture was then concentrated under reduced pressure and diluted with water. It was extracted with ethyl acetate (Three times) and the combined organic phases were washed with water, brine, dried over sodium sulfate, filtered and concentrated. Purification by flash chromatography on silica (Pet.Ether:EtOAc) afforded the title compound as a white solid (7.5 g, 92%). 1H NMR (400 MHz, DMSO-d6) δ 7.58 (m, 1H), 3.15-3.15 (s, 2H), 2.30 (s, 4H), 2.28-2.25 (m, 2H), 1.82-1.79 (m, 4H).

後処理

  1. concentrationThe reaction mixture was then concentrated under reduced pressure
  2. additiondiluted with water
  3. extractionIt was extracted with ethyl acetate (Three times)
  4. washthe combined organic phases were washed with water, brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customPurification by flash chromatography on silica (Pet.Ether:EtOAc)

出典と根拠

ORDレコード
ord-4efee3957e73407a92baf910e807ce65
出典データセット
uspto-grants-2015_12
特許番号
US09216991B2

反応ノート

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