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

HRID 2237353노트

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HRID 2237353 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 218852-Dimethylaminopyridine촉매HCID 1140Toluene용매

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온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-dad9215693bb4484abeb348fbc47530a
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07718577B2

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