홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Ammonium Chloride → tert-Butyl {2-(dimethylsulphamoyl)-1-[3-(trifluoromethyl)phenyl]ethyl}carbamate

HRID 2402800
노트
인쇄 미리보기

반응식

HRID 2402800 반응식
[CH3:1][N:2]([CH3:7])[S:3]([CH3:6])(=[O:5])=[O:4].C([Li])CCC.[F:13][C:14]([F:31])([F:30])[C:15]1[CH:16]=[C:17](/[CH:21]=[N:22]/[C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])[CH:18]=[CH:19][CH:20]=1.[Cl-].[NH4+]>C1COCC1.CCCCCC.C(OCC)(=O)C>[CH3:1][N:2]([CH3:7])[S:3]([CH2:6][CH:21]([NH:22][C:23](=[O:29])[O:24][C:25]([CH3:27])([CH3:26])[CH3:28])[C:17]1[CH:18]=[CH:19][CH:20]=[C:15]([C:14]([F:31])([F:30])[F:13])[CH:16]=1)(=[O:5])=[O:4]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 25517Ammonium ChlorideHCID 70191N,N-DimethylmethanesulphonamideHCID 46855703tert-butyl (NE)-N-[[3-(trifluoromethyl)phenyl]methylidene]carbamateHCID 178418339Butyllithium

생성물 1

HCID 59536741tert-Butyl {2-(dimethylsulphamoyl)-1-[3-(trifluoromethyl)phenyl]ethyl}carbamate

시약·촉매·용매 3

HCID 8028
Tetrahydrofuran
용매
2회
HCID 8058Hexane용매
HCID 8857Ethyl Acetate용매

반응 조건

온도
-78 °C

실험 절차

A solution of 676 mg (5.49 mmol) of N,N-dimethylmethanesulphonamide in 10 ml of THF was admixed slowly at −78° C. with 3.43 ml (5.49 mmol) of 1.6M n-butyllithium solution in hexane versetzt. After 30 min at −78° C., the colourless solution obtained was added to a solution, cooled to −78° C. beforehand, of 500 mg (1.83 mmol) of the compound from Example 11A in 10 ml of THF. The reaction mixture was stirred at −78° C. for 30 min more and then slowly warmed to RT. After 30 min it was cooled to −20° C. again and the reaction was halted by addition of 5 ml of 10% strength aqueous ammonium chloride solution. The mixture was diluted with ethyl acetate and then washed twice with water and once with saturated aqueous sodium chloride solution. The organic phase was dried over sodium sulphate and freed from the solvent on a rotary evaporator. The residue was purified by preparative HPLC [Method 23]. The product fraction was freed from the solvent on a rotary evaporator. Drying of the residue in an HV gave 296 mg (41% of theory) of the title compound.

후처리

  1. customthe colourless solution obtained
  2. additionwas added to a solution
  3. temperatureslowly warmed to RT
  4. temperatureAfter 30 min it was cooled to −20° C. again
  5. washwashed twice with water and once with saturated aqueous sodium chloride solution
  6. dry with materialThe organic phase was dried over sodium sulphate
  7. customfreed from the solvent on a rotary evaporator
  8. customThe residue was purified by preparative HPLC [Method 23]
  9. customThe product fraction was freed from the solvent on a rotary evaporator
  10. customDrying of the residue in an HV

출처 및 근거

ORD 기록
ord-11e782c911aa45beb43c8f89f4e194eb
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08796324B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트