Potassium Carbonate → N-(2,4-difluorobenzyl)-N-heptyl-2-[4-(2-hydroxyethyl)-2-methoxyphenoxy]acetamide

HRID 898895노트

반응식

HRID 898895 반응식
Br[CH2:2][C:3]([N:5]([CH2:13][C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=1[F:21])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])=[O:4].[CH2:22]([OH:33])[CH2:23][C:24]1[CH:32]=[CH:31][C:29]([OH:30])=[C:26]([O:27][CH3:28])[CH:25]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[F:21][C:15]1[CH:16]=[C:17]([F:20])[CH:18]=[CH:19][C:14]=1[CH2:13][N:5]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[C:3](=[O:4])[CH2:2][O:30][C:29]1[CH:31]=[CH:32][C:24]([CH2:23][CH2:22][OH:33])=[CH:25][C:26]=1[O:27][CH3:28]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 16928Homovanillyl alcoholHCID 692602152-Bromo-N-(2,4-difluorobenzyl)-N-heptylacetamide

생성물 1

HCID 69258529N-(2,4-difluorobenzyl)-N-heptyl-2-[4-(2-hydroxyethyl)-2-methoxyphenoxy]acetamide수율 79%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

2-Bromo-N-(2,4-difluorobenzyl)-N-heptylacetamide (135 mg, 0.373 mmol), homovanillyl alcohol (63 mg, 0.373 mmol) and potassium carbonate anhydrous (77 mg, 0.559 mmol) were mixed in acetonitrile (10 ml). The mixture was heated to reflux for 4 hours and then evaporated to dryness. The residue (with additional DCM, 1 ml×2) was loaded onto a column (ISOLUTE® SI, 1 g/6 ml). It was eluted with DCM and then MeOH/DCM (0.5:99.5, then 1:99). The product fractions were combined and evaporated Oil product 132 mg was obtained yield 79%.

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 4 hours
  3. customevaporated to dryness
  4. washIt was eluted with DCM
  5. customevaporated Oil product 132 mg
  6. customwas obtained yield 79%

출처 및 근거

ORD 기록
ord-b130aecfd7b4448ea91286d0dd636d55
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07351858B2

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