Propylamine → HCID 16736832、化合物

HRID 1170456ノート

反応式

HRID 1170456 の反応式
[Cl:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[C:4]([CH:6]1[C:11](=[O:12])OC(C)(C)OC1=O)=[O:5].[CH2:20]([NH2:23])[CH2:21][CH3:22]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[C:4](=[O:5])[CH2:6][C:11]([NH:23][CH2:20][CH2:21][CH3:22])=[O:12]

参加物

4

反応物 2

HCID 7852PropylamineHCID 167368235-(2-Chlorobenzoyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

生成物 1

HCID 16736832HCID 16736832、化合物収率 53%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
85 °C

実験手順

A suspension of 5-(2-chlorobenzoyl)-2,2-dimethyl-1,3-dioxane-4,6-dione (2.06 g, 7.30 mmol) in 100 mL of toluene was treated with neat propylamine (550 μL, 395 mg, 6.70 mmol) added dropwise via syringe. The reaction was then heated at 80-90° C. for 4 h. Once at rt, the reaction was concentrated to dryness. The residue was adsorbed onto flash silica gel and added to 19 cm of flash silica gel in a 5 cm dia. column. Elution with 4:1 hexanes/EtOAc afforded 851 mg (53%) of the title compound as a yellow oil.

後処理

  1. additionadded dropwise via syringe
  2. concentrationOnce at rt, the reaction was concentrated to dryness
  3. additionadded to 19 cm of flash silica gel in a 5 cm dia
  4. washElution with 4:1 hexanes/EtOAc

出典と根拠

ORDレコード
ord-b2cb57c9322748b48feb004e725fc5fc
出典データセット
uspto-grants-2010_11
特許番号
US07825278B2

反応ノート

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