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

HRID 1525228노트

반응식

HRID 1525228 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-805f70b578b24a41a82a019477d822f7
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09079930B2

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