2-Mercaptoethanol → Ammonia

HRID 2165767노트

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HRID 2165767 반응식
[CH2:1]([CH:3]1[C:7](=[O:8])[CH2:6][C:5]2([CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]2)[O:4]1)[CH3:2].[SH:15][CH2:16][CH2:17]O.[OH-].[Na+]>ClCCl>[NH3:11].[CH2:1]([CH:3]1[C:7]2([O:8][CH2:17][CH2:16][S:15]2)[CH2:6][C:5]2([CH2:9][CH2:10][N:11]([CH3:14])[CH2:12][CH2:13]2)[O:4]1)[CH3:2]

참가 물질

6

반응물 3

HCID 15672-MercaptoethanolHCID 14798Sodium HydroxideHCID 1255222-Ethyl-8-methyl-1-oxa-8-azaspiro[4.5]decan-3-one

생성물 2

HCID 222AmmoniaHCID 14852068HCID 14852068, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution (32 ml) of 0.53 g 2-ethyl-8-methyl-1-oxa-8-azaspiro[4,5]decane-3-one in dichloromethane was cooled in ice, 384 μl 2-mercaptoethanol and 2.05 ml boron trifluoride/ether complex were added in that order in an argon atmosphere, and the mixture was stirred at room temperature for 16 hours. The reaction mixture was poured into 23 ml of 20% aqueous solution of caustic soda, stirring was continued for about 15 minutes, and the two separate layers were collected. The aqueous layer was extracted with chloroform, the extract was joined to the organic layer separated above, and the combined solution was washed with saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The dried solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography using, as eluent, a mixed solvent of chloroform/methanol/conc. ammonia (20:1:0.1 by volume), giving 460 mg of 14-ethyl-10-methyl-1,13-dioxa-4-thia-10-aza-dispiro[4,1,5,2]tetradecane as oil. It was then converted to maleate by treatment with maleic acid in isopropanol.

후처리

  1. stirringstirring
  2. waitwas continued for about 15 minutes
  3. customthe two separate layers
  4. customwere collected
  5. extractionThe aqueous layer was extracted with chloroform
  6. customseparated above, and the combined solution
  7. washwas washed with saturated aqueous solution of sodium chloride
  8. dry with materialdried over anhydrous magnesium sulfate
  9. concentrationThe dried solution was concentrated under reduced pressure
  10. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-2f788cf98a1b4bf687b4e1113c779da0
출처 데이터셋
uspto-grants-1990_07
특허 번호
US04940795

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