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

HRID 64449

반응식

HRID 64449 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ae2adc3ef3c44339aeffce4f7d770d98
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447090B2

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