Triethylamine → 8-(1H-Indene-2-carbonyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

HRID 2072504ノート

反応式

HRID 2072504 の反応式
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]([OH:12])=O.C(N(CC)CC)C.ClC(OCC)=O.[C:26]1([N:32]2[C:36]3([CH2:41][CH2:40][NH:39][CH2:38][CH2:37]3)[C:35](=[O:42])[NH:34][CH2:33]2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>O1CCCC1.CN1CCOCC1>[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]([N:39]1[CH2:38][CH2:37][C:36]2([N:32]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH2:33][NH:34][C:35]2=[O:42])[CH2:41][CH2:40]1)=[O:12]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 705561-Phenyl-1,3,8-triazaspiro(4.5)decan-4-oneHCID 5754641H-Indene-2-carboxylic acid

生成物 1

HCID 214082488-(1H-Indene-2-carbonyl)-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

試薬・触媒・溶媒 2

HCID 79724-Methylmorpholine触媒HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

Indene-2-carboxylic acid (12.8g) is dissolved in dry tetrahydrofuran (300 ml), cooled to 0° C, treated with N-methylmorpholine (40 drops), triethylamine (12 ml) and ethyl chloroformate (8.6g) and stirred for 30 minutes. To this mixture is added a suspension of 1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one (20.0g) in dry tetrahydrofuran (200 ml) and the mixture is stirred at 0° C for 30 minutes. The mixture is allowed to warm to room temperature and stirred for 16 hours. The precipitated solids are filtered off, washed with additional tetrahydrofuran, and the filtrate is concentrated. The semi-solid residue is dissolved in chloroform, washed with water and saturated sodium bicarbonate solution, dried, and concentrated to give the crude product.

後処理

  1. additionTo this mixture is added
  2. stirringthe mixture is stirred at 0° C for 30 minutes
  3. temperatureto warm to room temperature
  4. stirringstirred for 16 hours
  5. filtrationThe precipitated solids are filtered off
  6. washwashed with additional tetrahydrofuran
  7. concentrationthe filtrate is concentrated
  8. dissolutionThe semi-solid residue is dissolved in chloroform
  9. washwashed with water and saturated sodium bicarbonate solution
  10. customdried
  11. concentrationconcentrated

出典と根拠

ORDレコード
ord-eafd6a170e7c408f9703229bf0c3c81c
出典データセット
uspto-grants-1977_09
特許番号
US04051248

反応ノート

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