Dimethyl Sulfide → HCID 57252198, 화합물

HRID 2196782노트

반응식

HRID 2196782 반응식
CSC.[C:4]1([Mg]Br)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH2:12]([O:19][C:20]1[CH:25]=[CH:24][C:23]([Br:26])=[CH:22][C:21]=1[CH:27]=[CH:28][C:29]([N:31]1[C@H:35]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[CH2:34][O:33][C:32]1=[O:42])=[O:30])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>O1CCCC1.[Cu]Cl>[CH2:12]([O:19][C:20]1[CH:25]=[CH:24][C:23]([Br:26])=[CH:22][C:21]=1[C@H:27]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH2:28][C:29]([N:31]1[C@H:35]([C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)[CH2:34][O:33][C:32]1=[O:42])=[O:30])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

참가 물질

6

반응물 3

HCID 1068Dimethyl SulfideHCID 539428043-[3-(2-Benzyloxy-5-bromophenyl)-acryloyl)-(4R)-4-phenyl-oxazolidin-2-oneHCID 178418255HCID 178418255, 화합물

생성물 1

HCID 57252198HCID 57252198, 화합물

시약·촉매·용매 2

HCID 62652Cuprous chloride촉매HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
-40 °C

실험 절차

To a precooled (−30° C.) mixture of copper-(I) chloride (21.0 g) and dimethylsulfide (45 ml) in dry tetrahydrofuran (150 ml) was added dropwise an ethereal solution of phenyl-magnesiumbromide (0.3 mol). The mixture was stirred 20 min at the same temperature and then cooled to −40° C. A solution of 3-[3-(2-Benzyloxy-5-bromophenyl)-acryloyl]-(4R)-4-phenyl-oxazolidin-2-one (50.0 mmol) in dry tetrahydrofuran (150 ml) was added during 10 min. The cooling bath was removed and stirring was continued for 18 hrs. The mixture was quenched with half-saturated aqueous ammonium chloride solution and the product was isolated by extraction with ethyl acetate.

후처리

  1. customThe cooling bath was removed
  2. stirringstirring
  3. waitwas continued for 18 hrs
  4. customThe mixture was quenched with half-saturated aqueous ammonium chloride solution
  5. customthe product was isolated by extraction with ethyl acetate

출처 및 근거

ORD 기록
ord-d1da5d19423e4dd5b75599ab004df992
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08338478B2

반응 노트

불러오는 중…