Triethylamine → (RS)-S-(4-nitrophenyl)-N-(2-methoxy-acetyl)-S-methylsulfoximide

HRID 1169720ノート

反応式

HRID 1169720 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH3:13])(=[NH:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].C(N(CC)CC)C.[CH3:21][O:22][CH2:23][C:24](Cl)=[O:25]>ClCCl>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([S:10]([CH3:13])(=[N:12][C:24](=[O:25])[CH2:23][O:22][CH3:21])=[O:11])=[CH:8][CH:9]=1)([O-:3])=[O:2]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 96623Methoxyacetyl chlorideHCID 12463933S-Methyl-S-(4-nitrophenyl)sulfoximine

生成物 1

HCID 59550858(RS)-S-(4-nitrophenyl)-N-(2-methoxy-acetyl)-S-methylsulfoximide収率 79%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

100 mg (0.5 mmol) (RS)—S-(4-nitrophenyl)-S-methylsulphoximide (Example 1b) are dissolved in 3.33 ml dichloromethane, cooled in the ice-bath and treated with 0.1 ml (0.75 mmol) triethylamine. 0.068 ml (0.75 mmol) 2-methoxy-acetyl chloride are added dropwise with ice cooling. The mixture is stirred for 30 minutes in the ice-bath and for 15 hours at room temperature. After chromatographic purification (silica gel, hexane/ethyl acetate (0-50% ethyl acetate)), 107 mg (79%) of the desired product is obtained.

後処理

  1. customAfter chromatographic purification (silica gel, hexane/ethyl acetate (0-50% ethyl acetate))

出典と根拠

ORDレコード
ord-93c323fd51a64aad8213b62ac0b35545
出典データセット
uspto-grants-2010_11
特許番号
US07825128B2

反応ノート

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