Hydrochloric Acid → Methyl 3-amino-3-(4-butoxyphenyl)butanoate

HRID 1629799ノート

反応式

HRID 1629799 の反応式
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([NH:19]S(C(C)(C)C)=O)([CH3:18])[CH2:13][C:14]([O:16][CH3:17])=[O:15])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].Cl>CO>[NH2:19][C:12]([C:9]1[CH:8]=[CH:7][C:6]([O:5][CH2:1][CH2:2][CH2:3][CH3:4])=[CH:11][CH:10]=1)([CH3:18])[CH2:13][C:14]([O:16][CH3:17])=[O:15]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 86685892Methyl 3-(4-butoxyphenyl)-3-((tert-butylsulfinyl)amino)butanoate

生成物 1

HCID 86685893Methyl 3-amino-3-(4-butoxyphenyl)butanoate収率 97.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a stirred solution of Intermediate 107B (1 g, 2.71 mmol) in MeOH (6 mL) was added 4 N HCl (3.38 mL, 13.53 mmol). The reaction was stirred at rt for 4 h. The reaction mixture was concentrated in vacuo and diluted with EtOAc. The organic layer was washed with saturated NaHCO3, dried over MgSO4, filtered and concentrated to yield the desired product (700 mg, 97%) as a yellow oil. 1H NMR (500 MHz, CDCl3) δ 7.38 (d, J=8.80 Hz, 2H), 6.86 (d, J=8.80 Hz, 2H), 3.95 (t, J=6.46 Hz, 2H), 3.59 (s, 3H), 1.73-1.80 (m, 2H), 1.53 (s, 2H), 1.45-1.52 (m, 2H), 1.19 (s, 3H), 0.98 (t, J=7.29 Hz, 3H).

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additiondiluted with EtOAc
  3. washThe organic layer was washed with saturated NaHCO3
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-2b81051b0a564aafba2f3fefd6f04a51
出典データセット
uspto-grants-2014_07
特許番号
US08791091B2

反応ノート

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