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Sodium Hydroxide → HCID 178453623、化合物

HRID 271360
ノート
印刷プレビュー

反応式

HRID 271360 の反応式
[C:1]([O:5][C:6]([NH:8][CH2:9][C@@H:10]1[CH2:15][CH2:14][C@H:13]([C:16]([O:18]CCCC)=[O:17])[CH2:12][CH2:11]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([O:5][C:6]([NH:8][CH2:9][C@@H:10]1[CH2:11][CH2:12][C@H:13]([C:16]([OH:18])=[O:17])[CH2:14][CH2:15]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]
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 178451157HCID 178451157、化合物

生成物 1

HCID 178453623HCID 178453623、化合物収率 92%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of crude butyl cis-4-{[(tert-butoxycarbonyl)amino]methyl}cyclohexanecarboxylate (28.4 g, approximately 79.3 mmol) in methanol (200 ml) was added dropwise over five minutes 2N sodium hydroxide solution (400 mmol). The mixture was stirred 18 hours at ambient temperature under nitrogen. The mixture was concentrated under reduced pressure to remove methanol. To the aqueous residue was added methyl orange (1 mg) and 3N hydrochloric acid was added to adjust the mixture to pH 4. The mixture was extracted with ethyl acetate (3×200 ml). The extract was washed with water (100 ml), and brine (100 ml), dried (sodium sulfate), filtered, and the solvent evaporated under reduced pressure to give cis-4-{[(tert-butoxycarbonyl)amino]methyl}cyclohexanecarboxylic acid (18.76 g, 92%) as an off-white solid. MS: 258.3 (M+1).

後処理

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customto remove methanol
  3. additionTo the aqueous residue was added methyl orange (1 mg) and 3N hydrochloric acid
  4. additionwas added
  5. extractionThe mixture was extracted with ethyl acetate (3×200 ml)
  6. washThe extract was washed with water (100 ml), and brine (100 ml)
  7. dry with materialdried (sodium sulfate)
  8. filtrationfiltered
  9. customthe solvent evaporated under reduced pressure

出典と根拠

ORDレコード
ord-021e51cbf7c3496aac3d8fd3f88ad31f
出典データセット
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07452893B2

反応ノート

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