Oxygen → 3-Dodecanoyloxypropy-5-hydroxy-2(5H)-furanone

HRID 1681522노트

반응식

HRID 1681522 반응식
[C:1]([O:14]CCCC1C=C([Si](C)(C)C)OC=1)(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C1C(I)=C(O)C(I)=C2OC3C([C:43]4([O:56][C:54](=[O:55])[C:45]5C(Cl)=[C:47](Cl)[C:48](Cl)=[C:49](Cl)[C:44]4=5)C=12)=CC(I)=C(O)C=3I.[O:60]=O>O1CCCC1>[C:1]([O:14][CH2:47][CH2:48][CH2:49][C:44]1[C:43](=[O:60])[O:56][CH:54]([OH:55])[CH:45]=1)(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

참가 물질

5

반응물 3

HCID 977OxygenHCID 69439Rose Bengal LactoneHCID 150371273-(2-Trimethylsilyl-4-furyl)propyl dodecanoate

생성물 1

HCID 1317176823-Dodecanoyloxypropy-5-hydroxy-2(5H)-furanone

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 3-(5-trimethylsilyl-3-furyl)propyl dodecanoate (105 mg, 0.27 mmol) and Rose Bengal (5 mg) in tetrahydrofuran (6 ml) was exposed to singlet oxygen for 2.5 hours at -78 degrees. The residue, after solvent removal, was purified by preparative thin layer chromatography (TLC) (20×20 cm, 500u silica plate; developed with 60% ethyl ether/petroleum ether). The title ester was obtained as an off-white solid.

후처리

  1. customThe residue, after solvent removal
  2. customwas purified by preparative thin layer chromatography (TLC) (20×20 cm, 500u silica plate; developed with 60% ethyl ether/petroleum ether)

출처 및 근거

ORD 기록
ord-6115b6bea8ee48e4bde74a05d335ddbb
출처 데이터셋
uspto-grants-1992_12
특허 번호
US05171863

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