1,5-Dibromopentane → HCID 11333205, 화합물

HRID 356643

반응식

HRID 356643 반응식
[C:1]1([C@H:7]([CH2:9][OH:10])[NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]Br.C([O-])([O-])=O.[K+].[K+]>C(O)C.C(Cl)Cl>[N:8]1([C@H:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:9][OH:10])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

참가 물질

6

반응물 3

HCID 81001,5-DibromopentaneHCID 11430Potassium CarbonateHCID 2724025(R)-beta-aminophenethyl alcohol

생성물 1

HCID 11333205HCID 11333205, 화합물수율 138.3%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 6344Dichloromethane용매

실험 절차

A suspension mixture of (R)-(-)-2-phenylglycinol(686 mg, 5 mmol), 1,5-dibromopentane (0.82 ml, 6 mmol), and K2CO3 (1.38 g, 10 mmol) in ethanol (15 ml) was refluxed with stirring for 23 h. After cooling down to rt, the white solid was removed by filtration and the filtrate was concentrated to give white solid oil mixture. This was suspended in CH2Cl2 (30 ml), washed with water and saturated NaHCO3 aqueous solution, dried (Na2SO4), and concentrated to give 1.42 g of clear yellow oil. This was purified by column chromatography (silica gel: 50 g, CH2Cl1 /MeOH:30/1 to 20/1) to afford 955 mg (93%) of desired compound as clear light yellow oil.

후처리

  1. temperaturewas refluxed
  2. customthe white solid was removed by filtration
  3. concentrationthe filtrate was concentrated
  4. customto give white solid oil mixture
  5. washwashed with water and saturated NaHCO3 aqueous solution
  6. dry with materialdried (Na2SO4)
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-22206538a3d8469da3f1db0fed58bfb5
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05837717

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