Bromine → HCID 16100372, 화합물

HRID 1424579노트

반응식

HRID 1424579 반응식
BrBr.[Br-:3].[Al+3].[Br-:5].[Br-].[CH:7]12[CH2:16][CH:11]3[CH2:12][CH:13]([CH2:15][CH:9]([CH2:10]3)[CH:8]1[NH:17][C:18](=[O:20])[CH3:19])[CH2:14]2.S(=O)(O)[O-].[Na+]>C(Cl)Cl>[Br:3][C:11]12[CH2:16][CH:7]3[CH2:14][C:13]([Br:5])([CH2:15][CH:9]([CH:8]3[NH:17][C:18](=[O:20])[CH3:19])[CH2:10]1)[CH2:12]2

참가 물질

6

반응물 4

HCID 24408BromineHCID 64498HCID 64498, 화합물HCID 166749BromhydrolHCID 23665763Sodium Bisulfite

생성물 1

HCID 16100372HCID 16100372, 화합물수율 28.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
90 °C

실험 절차

To bromine (20 mL, 40 mmol) and aluminum bromide (3.2 g, 20 mmol) was added N-(2-adamantyl)acetamide (4 g, 20 mmol) in portions. The reaction mixture was heated to 90° C. and stirred overnight. The mixture was cooled to rt and poured into ice/water. Satd aq sodium bisulfite was added slowly followed by dilution with CH2Cl2. The organic layer was separated, washed with brine, dried, filtered and concentrated. The crude product was purified by column chromatography to afford N-(5,7-dibromo-2-adamantyl)acetamide (1.98 g, 28%).

후처리

  1. temperatureThe mixture was cooled to rt
  2. customThe organic layer was separated
  3. washwashed with brine
  4. customdried
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe crude product was purified by column chromatography

출처 및 근거

ORD 기록
ord-a123b8d7cca5420693a43676e6190de1
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08927715B2

반응 노트

불러오는 중…