Oxygen → 4-(3-Dodecanoyloxypropyl)-5-hydroxy-2(5H)-furanone

HRID 345882

反応式

HRID 345882 の反応式
[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]5[C:46](Cl)=[C:47](Cl)[C:48](Cl)=C(Cl)[C:44]4=5)C=12)=CC(I)=C(O)C=3I.[O:60]=O>O1CCCC1>[C:1]([O:14][CH2:48][CH2:47][CH2:46][C:45]1[CH:54]([OH:55])[O:56][C:43](=[O:60])[CH:44]=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]

参加物

5

反応物 3

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

生成物 1

HCID 150371284-(3-Dodecanoyloxypropyl)-5-hydroxy-2(5H)-furanone

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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°. The residue, after solvent removal, was purified by preparative thin layer chromatography (TLC) (20×20 cm, 500μ silica plate; developed with 60% ethyl ether/petroleum ether). The title ester was obtained as an off-white solid.

後処理

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

出典と根拠

ORDレコード
ord-2ac8e85efa0a4a908b626a580ff5f49d
出典データセット
uspto-grants-1991_10
特許番号
US05059611

関連ノート

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