Dimethyl Sulfoxide → HCID 88418014、化合物

HRID 275006

反応式

HRID 275006 の反応式
[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]

参加物

8

反応物 5

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 22335286Ethyl acetate pentaneHCID 88418003HCID 88418003、化合物

生成物 1

HCID 88418014HCID 88418014、化合物収率 80%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

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.

出典と根拠

ORDレコード
ord-93295231ae79499b87ab4a483dfec7c3
出典データセット
uspto-grants-1995_02
特許番号
US05391728

関連ノート

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