Sodium hydride → HCID 12951847, 화합물

HRID 2058662노트

반응식

HRID 2058662 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5](F)=[C:6]([CH2:8][N:9]([CH2:11][CH2:12][CH:13]([OH:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH3:10])[CH:7]=1.[H-].[Na+]>CS(C)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:20][CH:13]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:12][CH2:11][N:9]([CH3:10])[CH2:8][C:6]=2[CH:7]=1

참가 물질

4

반응물 2

HCID 24758Sodium hydrideHCID 12951849HCID 12951849, 화합물

생성물 1

HCID 12951847HCID 12951847, 화합물수율 55.2%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

A mixture of N-(5-chloro-2-fluorophenyl)methyl-N-methyl-3-hydroxy-3-phenylpropylamine (3.1 g), 50% sodium hydride dispension (480 mg) and DMSO (100 ml) was maintained at 50° under nitrogen for 12h. The mixture was poured onto water (500 ml) and extracted with ether (3×300 ml). The combined organic extracts were washed, dried and evaporated. Chromatography of the residue on silica (Woelm Grade 1) using ethyl acetate as eluant gave the title compound (1.6 g). This was converted to the tosylate in ether/IPA, m.p. 219°-221°. (Found C, 62.2; H, 5.6; N, 2.7%. C17H18ClNO. C7H8SO3 requires: C, 62.65; H, 5.7; N, 3.0%).

후처리

  1. temperaturewas maintained at 50° under nitrogen for 12h
  2. additionThe mixture was poured onto water (500 ml)
  3. extractionextracted with ether (3×300 ml)
  4. washThe combined organic extracts were washed
  5. customdried
  6. customevaporated

출처 및 근거

ORD 기록
ord-f4e8cf05104f4591b4e4b23d11f0f656
출처 데이터셋
uspto-grants-1982_03
특허 번호
US04318909

반응 노트

불러오는 중…