Sodium hydride → 6-(3-Acetyl-5-chloro-2-methoxy-6-methylphenyl)morpholin-3-one

HRID 1499943ノート

反応式

HRID 1499943 の反応式
[C:1]([C:4]1[C:5]([O:20][CH3:21])=[C:6]([CH:12]([OH:19])[CH2:13][NH:14][C:15](=[O:18])[CH2:16]Cl)[C:7]([CH3:11])=[C:8]([Cl:10])[CH:9]=1)(=[O:3])[CH3:2].[H-].[Na+]>O1CCCC1>[C:1]([C:4]1[C:5]([O:20][CH3:21])=[C:6]([CH:12]2[CH2:13][NH:14][C:15](=[O:18])[CH2:16][O:19]2)[C:7]([CH3:11])=[C:8]([Cl:10])[CH:9]=1)(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 24758Sodium hydrideHCID 86677858N-[2-(3-Acetyl-5-chloro-2-methoxy-6-methylphenyl)-2-hydroxyethyl]-2-chloroacetamide

生成物 1

HCID 866778596-(3-Acetyl-5-chloro-2-methoxy-6-methylphenyl)morpholin-3-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of N-[2-(3-acetyl-5-chloro-2-methoxy-6-methylphenyl)-2-hydroxyethyl]-2-chloroacetamide (170 mg, 0.50 mmol) (single enantiomer from step 3) in tetrahydrofuran (4 mL) cooled at 0° C., a mixture of sodium hydride (60% dispersion in mineral oil; 39 mg, 1.0 mmol) was added and stirred for 1 hour. The reaction was quenched with water and extracted with ethyl acetate. The combined extracts were washed with brine, dried over sodium sulfate, and concentrated to give the crude residue as a single enantiomer, 61 mg, 41%. LCMS calculated for C14H17ClNO4 (M+H)+: m/z=298.1; found: 298.1.

後処理

  1. additionwas added
  2. customThe reaction was quenched with water
  3. extractionextracted with ethyl acetate
  4. washThe combined extracts were washed with brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-8c9a8103d40b40b783622f461d92dafe
出典データセット
uspto-grants-2015_12
特許番号
US09199982B2

反応ノート

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