Dimethyl Sulfoxide → HCID 88418014, 화합물

HRID 275006

반응식

HRID 275006 반응식
[CH3:1][CH2:2][O:3][C:4]([C:6]1([CH2:9][OH:10])[O:8][CH2:7]1)=[O:5].CS(C)=O.[C:15](Cl)(=[O:19])[C:16](Cl)=O.[CH2:21](N(CC)CC)C.CCCCC.[C:33]([O:36][CH2:37][CH3:38])(=[O:35])C>C(Cl)Cl.[Cl-].[Na+].O>[CH3:38][CH2:37][O:36][C:33]([CH:16]([CH:15]=[O:19])[CH2:21][O:8][CH2:7][CH:6]([CH:9]=[O:10])[C:4]([O:3][CH2:2][CH3:1])=[O:5])=[O:35]

참가 물질

8

반응물 5

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 22335286Ethyl acetate pentaneHCID 88418003HCID 88418003, 화합물

생성물 1

HCID 88418014HCID 88418014, 화합물수율 80%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 57417360Sodium chloride; water용매

실험 절차

The procedure described by Evans and Williams European Patent Application No. 89302778.9, Publication No. 0334593 was employed for the Swern oxidation of (2-ethoxycarbonyl)-(1-hydroxymethyl) ethylene oxide (5.00 g) in methylene chloride (total 170 ml) with dimethylsulfoxide (7.3 mL), oxalyl chloride (4.2 mL) and triethylamine. Extractive work-up involving brine (150 mL), followed by trituration of impurities with pentane-ethyl acetate (2:1, 450 mL) afforded the title aldehyde (4.0 g, 80%). This material is used immediately and/or stored in dry methylene chloride at -25° C. under nitrogen.

출처 및 근거

ORD 기록
ord-93295231ae79499b87ab4a483dfec7c3
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05391728

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