Sulfuric acid magnesium salt (1:1) → methyl 3-[(E)-[(S)-tert-butylsulfinyl]iminomethyl]benzoate

HRID 64449

反応式

HRID 64449 の反応式
[CH:1]([C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7])=O.[CH3:13][C:14]([S@@:17]([NH2:19])=[O:18])([CH3:16])[CH3:15].S([O-])([O-])(=O)=O.[Mg+2]>ClCCl.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>[C:14]([S@@:17](/[N:19]=[CH:1]/[C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7])=[O:18])([CH3:16])([CH3:15])[CH3:13]

参加物

6

反応物 3

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 639145Methyl 3-formylbenzoateHCID 11355477tert-Butylsulfinamide, (S)-(-)-

生成物 1

HCID 90072367methyl 3-[(E)-[(S)-tert-butylsulfinyl]iminomethyl]benzoate収率 61.4%

試薬・触媒・溶媒 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)触媒HCID 6344Dichloromethane溶媒

実験手順

A suspension of 3.0 g of methyl 3-formylbenzoate, 2.5 g of (S)-2-methyl-2-propanesulfinamide, 250 mg of pyridinium paratoluene sulfonate, and 11 g of magnesium sulfate in 50 ml of dichloromethane was stirred overnight. The reaction mixture was filtered over Celite and the solvent was then evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 3.0 g of methyl 3-[(E)-{[(S)-tert-butylsulfinyl]imino}methyl]benzoate.

後処理

  1. filtrationThe reaction mixture was filtered over Celite
  2. customthe solvent was then evaporated under reduced pressure
  3. customThe obtained residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-ae2adc3ef3c44339aeffce4f7d770d98
出典データセット
uspto-grants-2016_09
特許番号
US09447090B2

関連ノート

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