Pyridine → 3-(2-Trimethylsilyl-4-furyl)propyl dodecanoate

HRID 488232노트

반응식

HRID 488232 반응식
N1C=CC=CC=1.[CH3:7][Si:8]([CH3:19])([CH3:18])[C:9]1[O:13][CH:12]=[C:11]([CH2:14][CH2:15][CH2:16][OH:17])[CH:10]=1.[C:20](Cl)(=[O:32])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]>O1CCCC1.CCOCC>[C:20]([O:17][CH2:16][CH2:15][CH2:14][C:11]1[CH:10]=[C:9]([Si:8]([CH3:7])([CH3:18])[CH3:19])[O:13][CH:12]=1)(=[O:32])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]

참가 물질

6

반응물 3

HCID 1049PyridineHCID 8166Dodecanoyl chlorideHCID 150370913-(2-Trimethylsilyl-4-furyl)propan-1-ol

생성물 1

HCID 150371273-(2-Trimethylsilyl-4-furyl)propyl dodecanoate

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

Pyridine (0.06 ml, 0.72 mmol) was added to a mixture of 3-(5-trimethylsilyl-3-furyl)propan-1-ol (from above) and lauroyl chloride (0.17 ml, 0.72 mmol) in tetrahydrofuran (4 ml) at room temperature. After 14 hours, the mixture was diluted with ether (10 ml) and washed successively with water, copper (II) sulphate and brine. Evaporation of the dried (magnesium sulphate) organic layers gave an oil, which was purified by preparative TLC (20×20 cm, 500u silica plate; developed with 10% ethyl ether/petroleum ether). The title ester was obtained as a colorless oil.

후처리

  1. washwashed successively with water, copper (II) sulphate and brine
  2. customEvaporation of the
  3. dry with materialdried (magnesium sulphate) organic layers
  4. customgave an oil, which
  5. customwas purified by preparative TLC (20×20 cm, 500u silica plate; developed with 10% ethyl ether/petroleum ether)

출처 및 근거

ORD 기록
ord-0983e1a05d1045cf812803cc4714824f
출처 데이터셋
uspto-grants-1994_03
특허 번호
US05298633

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