Chloroform → HCID 18516753, 화합물

HRID 1369905

반응식

[CH3:1][C:2]1[CH2:3][S:4]([CH2:7][CH:8]=1)(=[O:6])=[O:5].[OH-].[Na+].[CH:11](Cl)(Cl)Cl>>[CH3:11][C:2]1[CH:1]=[CH:8][CH2:7][S:4](=[O:5])(=[O:6])[CH:3]=1

참가 물질

반응물 3

HCID 6212Chloroform

HCID 14798Sodium Hydroxide

HCID 70941Thiophene, 2,5-dihydro-3-methyl-, 1,1-dioxide2회

생성물 1

HCID 18516753HCID 18516753, 화합물

실험 절차

5-Methyl-2H-thiopyran-1,1-dioxide is prepared in three steps from 3-methyl-3-sulfolene using the method of Gaoni, J. Org. Chem., 46 (1981) 4502. Thus, 3-methyl-3-sulfolene is first reacted with chloroform and aqueous sodium hydroxide in the presence of a quaternary ammonium salt to give the dichlorocarbene adduct. Partial dehalogenation with lithium aluminum hydride in tetrahydrofuran gives the chlorocyclopropane. Finally, base-catalyzed ring expansion with lithium diisopropylamide gives the desired thiopyran dioxide compound (see Scheme 1, above).

출처 및 근거

ORD 기록: ord-34896faa3465482585a60501d151772d
출처 데이터셋: uspto-grants-2003_06
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06579957B2

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