Hydrochloric Acid → Succinic mono-(2-{2-[2-(2-allyloxy-ethoxy)-ethoxy]-ethoxy}-ethyl)ester

HRID 2237353ノート

反応式

HRID 2237353 の反応式
[CH2:1]([O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12][O:13][CH2:14][CH2:15][OH:16])[CH:2]=[CH2:3].[C:17]1(=[O:23])[O:22][C:20](=[O:21])[CH2:19][CH2:18]1.N1C=CC=CC=1.Cl>CN(C1C=CC=CN=1)C.C1(C)C=CC=CC=1>[CH2:1]([O:4][CH2:5][CH2:6][O:7][CH2:8][CH2:9][O:10][CH2:11][CH2:12][O:13][CH2:14][CH2:15][O:16][C:17](=[O:23])[CH2:18][CH2:19][C:20]([OH:22])=[O:21])[CH:2]=[CH2:3]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 7922Succinic anhydrideHCID 101252143,6,9,12-Tetraoxapentadec-14-en-1-ol

生成物 1

HCID 86609188Succinic mono-(2-{2-[2-(2-allyloxy-ethoxy)-ethoxy]-ethoxy}-ethyl)ester収率 103.7%

試薬・触媒・溶媒 2

HCID 218852-Dimethylaminopyridine触媒HCID 1140Toluene溶媒

反応条件

温度
80 °C

実験手順

2-{2-[2-(2-allyloxy-ethoxy)-ethoxy]-ethoxy}-ethanol (9) (3.6 g, 15 mmol), succinic anhydride (1.8 g, 18 mmol), pyridine (1.22 mL, 15 mmol), dimethylaminopyridine (183 mg, 10 mol %), and dry toluene (5 mL) were charged into a screw cap culture tube. The mixture was stirred at 80° C. for 10 hours. Next, the reaction was stopped by adding 10% HCl (6 mL) and the reaction mixture was extracted with CH2Cl2 (3×10 mL). An organic layer was collected and dried on MgSO4. AMBERLITE™ resin IR-120 (+) (2 g) was added and stirred to perform ion exchange. The resin was filtered off and the filtrate was concentrated to obtain yellow oil (5.2 g, 92%). The compound was used without further purification. The NMR analysis result of the compound is as follows.

後処理

  1. customcap culture tube
  2. extractionthe reaction mixture was extracted with CH2Cl2 (3×10 mL)
  3. customAn organic layer was collected
  4. customdried on MgSO4
  5. additionwas added
  6. stirringstirred
  7. filtrationThe resin was filtered off
  8. concentrationthe filtrate was concentrated

出典と根拠

ORDレコード
ord-dad9215693bb4484abeb348fbc47530a
出典データセット
uspto-grants-2010_05
特許番号
US07718577B2

反応ノート

読み込み中…