Methanol → HCID 14794005, 화합물

HRID 1088017노트

반응식

HRID 1088017 반응식
[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]

참가 물질

7

반응물 4

HCID 887MethanolHCID 681303-Hydroxy-2H-pyran-2-oneHCID 53765586HCID 53765586, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 14794005HCID 14794005, 화합물

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 1140Toluene용매

실험 절차

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 (CDC13)δ1.2(s,6H), 1.3(t,3H), 3.2(s,3H), 3.7(m,1H), 4.2m,2H); IR (neat) 2600-3800, (broad band), 2990, 2950, 1740, 1720, 1680, 1650, 1620, 1470, 1390, 1370, 1220, 1090 cm-1.

후처리

  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

출처 및 근거

ORD 기록
ord-f6c2f0d5cf6a4896a99eb28cbd9926f3
출처 데이터셋
uspto-grants-1990_10
특허 번호
US04960946

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