Water → 2-Azaspiro[4.5]decane-3,8-dione

HRID 2099692ノート

反応式

HRID 2099692 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.O.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>CC(C)=O>[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

5

反応物 3

HCID 962WaterHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)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 58%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a solution of 1,4-dioxa-10-aza-dispiro[4.2.4.2]tetradecan-11-one (3.95 g, 18.7 mmol) in 160 mL of acetone was added 16 mL of water and pyridinium p-toluenesulfonate (1.41 g, 5.61 mmol). The resulting mixture was stirred at reflux for 20 h. Then, it was cooled and concentrated. The crude was purified by silica gel column chromatography using a 5% MeOH:EtOAc mixture as eluent to afford 2-aza-spiro[4.5]decane-3,8-dione (1.80 g, 58%) as a white solid.

後処理

  1. temperatureat reflux for 20 h
  2. temperatureThen, it was cooled
  3. concentrationconcentrated
  4. customThe crude was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-ec403a407a7e4a1c9372b04caef70c72
出典データセット
uspto-grants-2009_08
特許番号
US07569600B2

反応ノート

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