Methanol → HCID 14794005、化合物

HRID 483704ノート

反応式

HRID 483704 の反応式
[OH:1][C:2]1C(=O)O[CH:5]=[CH:6][CH:7]=1.[CH3:9][O:10][C:11]([CH3:22])([CH3:21])[CH2:12][CH2:13][CH:14]=[CH:15][C:16]([O:18][CH2:19][CH3:20])=[O:17].CO.[H][H]>C1(C)C=CC=CC=1.[Pd]>[C:16]([CH:15]1[CH:14]([CH2:13][CH2:12][C:11]([O:10][CH3:9])([CH3:21])[CH3:22])[CH2:5][CH2:6][CH2:7][C:2]1=[O:1])([O:18][CH2:19][CH3:20])=[O:17]

参加物

7

反応物 4

HCID 887MethanolHCID 681303-Hydroxy-2H-pyran-2-oneHCID 53765586HCID 53765586、化合物HCID 178418361HCID 178418361、化合物

生成物 1

HCID 14794005HCID 14794005、化合物

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 1140Toluene溶媒

実験手順

A mixture of 3-Hydroxypyrone (obtained by the procedure of R. H. Wiley and C. H. Jorboe, J. Am. Chem. Soc., 78, 2398, (1956), 5.0 g, 0.045 mol) and ethyl 6-methoxy-6-methyl-2-heptenoate (8.9 g, 0.045 mol) were dissolved in toluene (15 mL) and heated in a sealed vessel for 7 hours at 200~C. After cooling 5% Pd/C (1.0 g) and methanol (50 mL) were added and the vessel was pressurized with hydrogen gas (200 psi). After stirring 20 hours the mixture was filtered and concentrated to the residue. The crude product decomposed on distillation. No further purification was attempted. NMR of crude material (CDCl3)δ 1.2(s,6H), 1.3(t,3H), 3.2(s,3H), 3.7(m,1H), 4.2(m,2H); IR (neat) 2600-3800, (broad band), 2990, 2950, 1740, 1720, 1680, 1650, 1620, 1470, 1390, 1370, 1220, 1090 cm-1.

後処理

  1. customobtained by the procedure of R
  2. temperatureheated in a sealed vessel for 7 hours at 200~C
  3. additionwere added
  4. filtrationwas filtered
  5. concentrationconcentrated to the residue
  6. distillationThe crude product decomposed on distillation
  7. customNo further purification

出典と根拠

ORDレコード
ord-2f9044705fb24e0fbf54ee2687604e59
出典データセット
uspto-grants-1993_07
特許番号
US05225608

反応ノート

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