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Hydrochloric Acid → (1R,2S)-2-Amino-1-(4-ethylphenyl)-1-propanol

HRID 13013
ノート
印刷プレビュー

反応式

HRID 13013 の反応式
C(OC(=O)[NH:7][C@@H:8]([CH3:19])[C@@H:9]([C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH3:18])=[CH:13][CH:12]=1)[OH:10])(C)(C)C.Cl>C(#N)C.O>[NH2:7][C@@H:8]([CH3:19])[C@@H:9]([C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH3:18])=[CH:13][CH:12]=1)[OH:10]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 59339896tert-butyl[(1S,2R)-2-(4-ethylphenyl)-2-hydroxy-1-methylethyl]carbamate

生成物 1

HCID 28743543(1R,2S)-2-Amino-1-(4-ethylphenyl)-1-propanol

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒2 回

実験手順

To a stirred solution of tert-butyl[(1S,2R)-2-(4-ethylphenyl)-2-hydroxy-1-methylethyl]carbamate (450 mg, 1.51 mmol) in acetonitrile (10 ml) was added aq. HCl (6 N, 3 ml), and stirring was continued for 3.5 h. Then the mixture was diluted with water (10 ml), and acetonitrile was removed in vacuo. The mixture was washed with dichloromethane (20 ml). The aqueous layer was then made alkaline (pH≈10) by addition of aq. NaOH (10 N), and extracted with dichloromethane (3×20 ml). The combined organic extracts were dried with Na2SO4, the solvent was removed in vacuo to afford white solid, 280 mg (97%).

後処理

  1. customwas removed in vacuo
  2. washThe mixture was washed with dichloromethane (20 ml)
  3. additionby addition of aq. NaOH (10 N)
  4. extractionextracted with dichloromethane (3×20 ml)
  5. dry with materialThe combined organic extracts were dried with Na2SO4
  6. customthe solvent was removed in vacuo
  7. customto afford white solid, 280 mg (97%)

出典と根拠

ORDレコード
ord-a70a7dce29da43beb5ea17ee1544b178
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07728030B2

反応ノート

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