Hydrochloric Acid → HCID 68662198, 화합물

HRID 729261노트

반응식

HRID 729261 반응식
[F:1][CH:2]([F:22])[O:3][C:4]1[CH:21]=[CH:20][C:7]([CH2:8][NH:9][S:10]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1.[C:23](OCC)(=[O:27])[C:24]([O-])=[O:25].CC(C)([O-])C.[K+].Cl>C1COCC1>[F:22][CH:2]([F:1])[O:3][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][N:9]2[C:24](=[O:25])[C:23]([OH:27])=[C:13]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[S:10]2(=[O:12])=[O:11])=[CH:20][CH:21]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 21943339Ethanedioic acid, monoethyl esterHCID 23665647Potassium tert-butoxideHCID 33038515N-[4-(Difluoromethoxy)benzyl]-1-phenylmethanesulfonamide

생성물 1

HCID 68662198HCID 68662198, 화합물수율 90.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
150 °C

실험 절차

N-[4-(Difluoromethoxy)benzyl]-1-phenylmethanesulfonamide (0.6 g, 1.83 mmol) and ethyl oxalate (0.32 g, 2.20 mmol) were mixed in THF (4 mL, dry). Under an atmosphere of nitrogen, potassium tert-butoxide (0.27 g, 2.38 mmol) was added and the reaction mixture was heated in a microwave reactor at 150° C. for 10 mins and then at 150° C. for 5 mins. The mixture was then cooled in an ice-bath and HCl (10%, 1 mL) was added, pH˜1. The mixture was evaporated to remove THF and the residue was extracted with DCM (20 mL). The extract was dried (MgSO4) and evaporated to give the crude product (0.634 g). It was used in the next step without further purification.

후처리

  1. temperatureThe mixture was then cooled in an ice-bath
  2. customThe mixture was evaporated
  3. customto remove THF
  4. extractionthe residue was extracted with DCM (20 mL)
  5. dry with materialThe extract was dried (MgSO4)
  6. customevaporated

출처 및 근거

ORD 기록
ord-745268b0a7df45b0a239785518ccb393
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07582629B2

반응 노트

불러오는 중…