Hydrochloric Acid → 6-(Di-pyridin-2-yl-amino)-hexanoic acid

HRID 404135

反応式

HRID 404135 の反応式
[Li+].[OH-].C[O:4][C:5](=[O:24])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1.Cl.CCOC(C)=O>O.C1COCC1>[N:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[N:11]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1)[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][C:5]([OH:24])=[O:4]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8857Ethyl AcetateHCID 585450216-(Di-pyridin-2-yl-amino)-hexanoic acid methyl ester

生成物 1

HCID 585450356-(Di-pyridin-2-yl-amino)-hexanoic acid収率 58%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

LiOH (12 mg, 0.50 mmol) in water (0.3 mL) was added to II (33 mg, 0.11 mmol) in THF (0.8 mL) at rt. After 2 h, the reaction mixture was neutralized with 2N HCl, and was then poured onto brine (5 mL), and EtOAc (5 mL) was added. The phases were separated and the aqueous phase was extracted with EtOAc (2×2 mL). The organic phases were combined, dried over MgSO4, filtered, and then evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography using CH2Cl2/MeOH (100:1 to 100:4) as eluant to furnish III as a colourless oil (18.1 mg, 58%).

後処理

  1. additionwas added
  2. customThe phases were separated
  3. extractionthe aqueous phase was extracted with EtOAc (2×2 mL)
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated under reduced pressure
  7. customThe resulting residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-0965743f59744d0e87d2e80040436a9c
出典データセット
uspto-grants-2014_06
特許番号
US08748458B2

関連ノート

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