p-Toluenesulfonic acid → 4-methyl-4(RS)-tetrahydropyran-2-yloxy-1,5-octadiyne

HRID 26666노트

반응식

HRID 26666 반응식
[CH3:1][C:2]([OH:10])([C:6]#[C:7][CH2:8][CH3:9])[CH2:3][C:4]#[CH:5].[O:11]1[CH:16]=[CH:15][CH2:14][CH2:13][CH2:12]1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[CH3:1][C:2]([O:10][CH:12]1[CH2:13][CH2:14][CH2:15][CH2:16][O:11]1)([C:6]#[C:7][CH2:8][CH3:9])[CH2:3][C:4]#[CH:5]

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 80803,4-dihydro-2H-pyranHCID 213220394-methyl-1,5-octadiyn-4(RS)-ol

생성물 1

HCID 213220474-methyl-4(RS)-tetrahydropyran-2-yloxy-1,5-octadiyne

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

4-Methyl-1,5-octadiyn-4(RS)-ol is reacted with dihydropyran in the presence of p-toluenesulfonic acid in dry benzene to provide 4-methyl-4(RS)-tetrahydropyran-2-yloxy-1,5-octadiyne which in turn is reacted with triethyl tin hydride to provide 4-methyl-4(RS)-tetrahydropyran-2-yloxy-oct-5-yn-trans-1-enyl triethyl tin, having the following structural formula: ##STR12##

출처 및 근거

ORD 기록
ord-f7c5e08e299e4030a0457aa063a10d76
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04151187

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