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Sodium Hydroxide → HCID 86689977、化合物

HRID 1754045
ノート
印刷プレビュー

反応式

HRID 1754045 の反応式
C([O:4][CH:5]([CH2:17][CH2:18][S:19]([CH3:21])=[O:20])[C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:7])(=O)C.[OH-].[Na+]>CO>[OH:4][CH:5]([CH2:17][CH2:18][S:19]([CH3:21])=[O:20])[C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])=[O:7]
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 14798Sodium HydroxideHCID 86689976HCID 86689976、化合物

生成物 1

HCID 86689977HCID 86689977、化合物収率 65.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 4-(methylsulfinyl)-1-(octylamino)-1-oxobutan-2-yl acetate (5.7 g, 17.87 mmol) in methanol (75 mL) was added 1M NaOH (26.8 mL, 26.8 mmol) and the resulting solution was stirred overnight. The reaction was evaporated to a small volume and treated with EtOAc (100 mL) and 1N HCl (100 mL). The layers were separated and the organic layer was dried over magnesium sulfate, filtered and evaporated. The crude material was purified by silica gel chromatography with 0-5% methanol/dichloromethane. The desired fractions were collected and evaporated to give a white solid (3.23 g, 65%). 1H NMR (500 MHz, DMSO-d6) δ ppm 0.85 (t, J=6.83 Hz, 3 H) 1.24 (br. s., 10 H) 1.33-1.47 (m, 2 H) 1.73-1.89 (m, 1 H) 1.95-2.10 (m, 1 H) 2.51 (d, J=0.64 Hz, 3 H) 2.58-2.87 (m, 2 H) 2.99-3.14 (m, 2 H) 3.95 (dd, J=7.15, 4.29 Hz, 1 H) 5.69 (d, J=5.09 Hz, 1 H) 7.76 (t, J=5.40 Hz, 1 H). m/z 278 (MH+).

後処理

  1. customThe reaction was evaporated to a small volume
  2. additiontreated with EtOAc (100 mL) and 1N HCl (100 mL)
  3. customThe layers were separated
  4. dry with materialthe organic layer was dried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customThe crude material was purified by silica gel chromatography with 0-5% methanol/dichloromethane
  8. customThe desired fractions were collected
  9. customevaporated

出典と根拠

ORDレコード
ord-4a2487630cfb40a1ac695641acfcf959
出典データセット
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09169203B2

反応ノート

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