1,5-Dibromopentane → HCID 11333205、化合物

HRID 356643

反応式

HRID 356643 の反応式
[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

参加物

6

反応物 3

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

生成物 1

HCID 11333205HCID 11333205、化合物収率 138.3%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-22206538a3d8469da3f1db0fed58bfb5
出典データセット
uspto-grants-1998_11
特許番号
US05837717

関連ノート

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