Sodium Hydroxide → N-[6-(2,4-difluorophenoxy)1-hydroxy-5-indanyl]methanesulfonamide

HRID 354556노트

반응식

HRID 354556 반응식
[F:1][C:2]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:3]=1[O:4][C:5]1[CH:13]=[C:12]2[C:8]([CH2:9][CH2:10][C:11]2=[O:14])=[CH:7][C:6]=1[NH:15][S:16]([CH3:19])(=[O:18])=[O:17].[OH-].[Na+].[BH4-].[Na+]>CO>[F:1][C:2]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:3]=1[O:4][C:5]1[CH:13]=[C:12]2[C:8]([CH2:9][CH2:10][CH:11]2[OH:14])=[CH:7][C:6]=1[NH:15][S:16]([CH3:19])(=[O:18])=[O:17]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 71246FlosulideHCID 4311764Sodium borohydride

생성물 1

HCID 13084202N-[6-(2,4-difluorophenoxy)1-hydroxy-5-indanyl]methanesulfonamide수율 86.5%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

3.53 g of 6-(2,4-difluorophenoxy)-5-methylsulfonylamino-1-indanone was dissolved in 35 ml of methanol and 10 ml of 1 N sodium hydroxide solution and, at 5° C., combined in incremental portions with 0.8 g of sodium borohydride. After 16 hours at 20° C., the mixture was concentrated, mixed with 40 ml of water and 26 ml of 1 N hydrochloric acid, and vacuum-filtered. Recrystallization from ethanol yielded 3.07 g of N-[6-(2,4-difluorophenoxy)-1-hydroxy-5-indanyl]methanesulfonamide, mp 127° C.

후처리

  1. customat 5° C.
  2. concentrationthe mixture was concentrated
  3. additionmixed with 40 ml of water and 26 ml of 1 N hydrochloric acid
  4. filtrationvacuum-filtered
  5. customRecrystallization from ethanol

출처 및 근거

ORD 기록
ord-961bdfbe415448548b2375cee181a0fd
출처 데이터셋
uspto-grants-1983_03
특허 번호
US04375479

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