Sodium Hydroxide → (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-morpholinoquinolin-6-yl)ethanol

HRID 931792ノート

反応式

HRID 931792 の反応式
C([O:7][CH2:8][C@@H:9]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])[C:10]1[C:11]([C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=2)=[C:12]2[C:17](=[CH:18][C:19]=1[CH3:20])[N:16]=[C:15]([N:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1)[CH:14]=[CH:13]2)(=O)C(C)(C)C.[OH-].[Na+]>C1COCC1.CO.O>[C:35]([O:34][C@@H:9]([C:10]1[C:11]([C:27]2[CH:28]=[CH:29][C:30]([Cl:33])=[CH:31][CH:32]=2)=[C:12]2[C:17](=[CH:18][C:19]=1[CH3:20])[N:16]=[C:15]([N:21]1[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1)[CH:14]=[CH:13]2)[CH2:8][OH:7])([CH3:38])([CH3:36])[CH3:37]

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 66631939HCID 66631939、化合物

生成物 1

HCID 66630867(S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-morpholinoquinolin-6-yl)ethanol収率 79%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 21899815MeOH tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

To the solution of (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-morpholinoquinolin-6-yl)ethyl pivalate (15 mg) in THF/MeOH (1 mL/1 mL) was added sodium hydroxide solution (1.0 N, 1 mL). The mixture was heated at 50° C. for 16 hours and was diluted with water. The aqueous was extracted with ethyl acetate, and the organic phase was washed with brine, and dried over sodium sulfate. Concentration under reduced pressure gave (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-morpholinoquinolin-6-yl)ethanol (10 mg). LCMS-ESI+ (m/z): [M+H]+ calcd for C26H32ClN2O3: 454.2. Found: 455.3.

後処理

  1. extractionThe aqueous was extracted with ethyl acetate
  2. washthe organic phase was washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationConcentration under reduced pressure

出典と根拠

ORDレコード
ord-1bcb00341f394251b2994a6e3b4ed116
出典データセット
uspto-grants-2016_03
特許番号
US09296758B2

反応ノート

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