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Methyl morpholine oxide → n-Cyclobutyl-5-(2,6-dichloro-4-formyl-phenoxy)-2-hydroxy-n-methyl-benzamide

HRID 1062479
ノート
印刷プレビュー

反応式

HRID 1062479 の反応式
Br[CH2:2][C:3]1[CH:24]=[C:23]([Cl:25])[C:6]([O:7][C:8]2[CH:9]=[CH:10][C:11]([OH:22])=[C:12]([CH:21]=2)[C:13]([N:15]([CH:17]2[CH2:20][CH2:19][CH2:18]2)[CH3:16])=[O:14])=[C:5]([Cl:26])[CH:4]=1.C[N+]1([O-])CC[O:31]CC1>C(#N)C>[CH:17]1([N:15]([CH3:16])[C:13](=[O:14])[C:12]2[CH:21]=[C:8]([O:7][C:6]3[C:23]([Cl:25])=[CH:24][C:3]([CH:2]=[O:31])=[CH:4][C:5]=3[Cl:26])[CH:9]=[CH:10][C:11]=2[OH:22])[CH2:20][CH2:19][CH2:18]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 82029Methyl morpholine oxideHCID 22285658HCID 22285658、化合物

生成物 1

HCID 22285661n-Cyclobutyl-5-(2,6-dichloro-4-formyl-phenoxy)-2-hydroxy-n-methyl-benzamide収率 79.7%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of the title compound of Step G (130 mg, 0.28 mmol) in dry acetonitrile (6 ml) at room temperature under nitrogen was added molecular serves (4 Å, 50 mg). After stirring for about 15 minutes at room temperature, N-methylmorpholine N-oxide (66 mg, 0.57 mmol) was added. The resulting mixture was stirred at room temperature for about 18 hours, then filtered through a short pad of silica gel with an acetonitrile wash. The filtrate was concentrated to afford the title compound (88 mg) as an off-white foam which was used in the next step without further purification. MS (APCI−) Calc: 393.1, found: 392.1 (M−1).

後処理

  1. stirringThe resulting mixture was stirred at room temperature for about 18 hours
  2. filtrationfiltered through a short pad of silica gel with an acetonitrile
  3. washwash
  4. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-52cbccd9f2d54f09bef27f738c9a7e55
出典データセット
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06960604B2

反応ノート

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