Benzyloxyamine hydrochloride → (2R)-2-(hydroxymethyl)-N-benzoxy-7-octenamide

HRID 1786111ノート

反応式

HRID 1786111 の反応式
[OH:1][CH2:2][C@@H:3]([CH2:7][CH2:8][CH2:9][CH2:10][CH:11]=[CH2:12])[C:4]([OH:6])=O.Cl.[CH2:14]([O:21][NH2:22])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.Cl.CN(C)CCCN=C=NCC>CN(C)C1C=CN=CC=1.ClCCl>[OH:1][CH2:2][C@@H:3]([CH2:7][CH2:8][CH2:9][CH2:10][CH:11]=[CH2:12])[C:4]([NH:22][O:21][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:6]

参加物

6

反応物 3

HCID 102312Benzyloxyamine hydrochlorideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 86760836(2R)-2-(Hydroxymethyl)-7-octenoic acid

生成物 1

HCID 86621280(2R)-2-(hydroxymethyl)-N-benzoxy-7-octenamide

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

To a mixture of (2R)-2-(hydroxymethyl)-7-octenoic acid (1.12 g, 6.51 mmol), O-benzyl hydroxylamine hydrochloride (1.04 g, 6.51 mmol) and 4-dimethylamino-pyridine (1.90 g, 15.62 mmol) in dichloromethane (30 mL) at 0° C. was added 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (1.50 g, 7.81 mmol). After stirring at room temperature overnight, the reaction was then quenched with 1N aqueous HCl solution (25 mL) and extracted using dichloromethane (25 mL×2). The organic extracts were washed with water, brine, and dried over MgSO4. Removal of the solvent under reduced pressure yielded the title compound. MH+278.

後処理

  1. customthe reaction was then quenched with 1N aqueous HCl solution (25 mL)
  2. extractionextracted
  3. washThe organic extracts were washed with water, brine
  4. dry with materialdried over MgSO4
  5. customRemoval of the solvent under reduced pressure

出典と根拠

ORDレコード
ord-54a5d85e4adc4e3b924e02dda9e1f326
出典データセット
uspto-grants-2009_03
特許番号
US07507726B2

反応ノート

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