Lithium hydroxide, monohydrate → 2-(4-(Diethoxyphosphoryl)phenyl)propanoic acid

HRID 1525228ノート

反応式

HRID 1525228 の反応式
[CH2:1]([O:3][P:4]([C:9]1[CH:14]=[CH:13][C:12]([CH:15]([CH3:20])[C:16]([O:18]C)=[O:17])=[CH:11][CH:10]=1)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].O[Li].O>CO.O>[CH2:7]([O:6][P:4]([C:9]1[CH:10]=[CH:11][C:12]([CH:15]([CH3:20])[C:16]([OH:18])=[O:17])=[CH:13][CH:14]=1)([O:3][CH2:1][CH3:2])=[O:5])[CH3:8]

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 89464879Methyl 2-(4-(diethoxyphosphoryl)phenyl)propanoate

生成物 1

HCID 177643522-(4-(Diethoxyphosphoryl)phenyl)propanoic acid

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

A solution of compound 7-f (100 mg, 0.33 mmol) in methanol (2 mL) and water (2 mL) was treated with LiOH—H2O (14 mg, 0.33 mmol), and the resulting reaction solution was stirred at room temperature overnight. The resulting mixture was concentrated and extracted by EA. The aqueous layers was added HCl (1 M) until pH 1˜2. The mixture was extracted by EA. Combined organic layers was washed by brine, dried over Na2SO4 and concentrated to afford the title compound, 7-g, as oil (35 mg, 37%). 1H NMR (300 MHz, CDCl3) δ1.30-1.34 (m, 6H), 1.52 (d, J=7.2 Hz, 3H), 3.79 (q, J=7.2 Hz, 1H), 4.07-4.17 (m, 4H), 7.39-7.43 (m, 2H), 7.71-7.78 (m, 2H).

後処理

  1. customthe resulting reaction solution
  2. concentrationThe resulting mixture was concentrated
  3. extractionextracted by EA
  4. additionThe aqueous layers was added HCl (1 M) until pH 1˜2
  5. extractionThe mixture was extracted by EA
  6. washCombined organic layers was washed by brine
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-805f70b578b24a41a82a019477d822f7
出典データセット
uspto-grants-2015_07
特許番号
US09079930B2

反応ノート

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