Phenethyl bromide → HCID 22245767, 화합물

HRID 411272노트

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HRID 411272 반응식
[CH2:1](Br)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[NH2:10][C:11]1[C:28]([CH3:29])=[CH:27][C:14]([O:15][CH2:16][C:17]([N:19]([CH3:26])[CH:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[O:18])=[C:13]([CH3:30])[C:12]=1[CH3:31].C(N(CC)CC)C.[Cl-].[NH4+]>C(#N)C>[NH2:10][C:11]1[C:28]([CH3:29])=[CH:27][C:14]([O:15][CH2:16][C:17]([N:19]([CH3:26])[CH:20]2[CH2:25][CH2:24][N:23]([CH2:1][CH2:2][C:3]3[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=3)[CH2:22][CH2:21]2)=[O:18])=[C:13]([CH3:30])[C:12]=1[CH3:31]

참가 물질

6

반응물 4

HCID 7666Phenethyl bromideHCID 8471TriethylamineHCID 25517Ammonium ChlorideHCID 9861312HCID 9861312, 화합물

생성물 1

HCID 22245767HCID 22245767, 화합물수율 88.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
60 °C

실험 절차

200 mg of phenethyl bromide was added to a mixture solution of 350 mg of the Compound (1) obtained in the Example 1 and 172 mg of triethylamine in 5 ml of acetonitrile, and the mixture was stirred for 5 hours at 60° C. Then, 5 ml of saturated ammonium chloride solution was added to the reaction mixture and the mixture was extracted with ethyl acetate. The extract was washed with brine, dried and concentrated under reduced pressure to give a residue. The obtained residue was purified by amine-coated silica gel (Fuji Silysia Chemical Ltd.; NH-DM1020) column chromatography (methylene chloride:methanol=20:1) to give 390 mg (83%) of the above-mentioned compound (28).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with brine
  3. customdried
  4. concentrationconcentrated under reduced pressure
  5. customto give a residue
  6. customThe obtained residue was purified by amine-coated silica gel (Fuji Silysia Chemical Ltd.; NH-DM1020) column chromatography (methylene chloride:methanol=20:1)

출처 및 근거

ORD 기록
ord-5481649373364ff599c1bb00fb3774e4
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06559146B1

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