Lithium Hydroxide → (S)-3-hydroxy-3-[2-(4-hydroxy-phenyl)-ethyl]4-methyl-pentanoic acid

HRID 356528노트

반응식

HRID 356528 반응식
C[O:2][C:3](=[O:19])[CH2:4][C@@:5]([OH:18])([CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1)[CH:6]([CH3:8])[CH3:7].[OH-].[Li+]>CO.O>[OH:18][C@:5]([CH2:9][CH2:10][C:11]1[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=1)([CH:6]([CH3:7])[CH3:8])[CH2:4][C:3]([OH:19])=[O:2]

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 53666244(S)-3-Hydroxy-3-[2-(4-hydroxy-phenyl)-ethyl]-4-methyl-pentanoic acid methyl ester

생성물 1

HCID 53816519(S)-3-hydroxy-3-[2-(4-hydroxy-phenyl)-ethyl]4-methyl-pentanoic acid

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

The title compound was prepared by dissolving (S)-3-hydroxy-3-[2-(4-hydroxy-phenyl)-ethyl]-4-methyl-pentanoic acid methyl ester (0.57 g, 2.15 mmol) from Example TTTT in MeOH (30 mL). Lithium hydroxide (0.18 g, 4.29 mmol) in water (10 mL) was added and the reaction heated to reflux for 1 hour, cooled and pumped to dryness under vacuum. The product was partitioned between water and Et2O. The aqueous layer was decanted, acidified with 1N HCl and extracted with Et2O. The solution was dried (MgSO4) and concentrated to give the title compound (m.p. 137°-140° C.).

후처리

  1. customThe title compound was prepared
  2. temperaturethe reaction heated
  3. temperatureto reflux for 1 hour
  4. temperaturecooled
  5. customThe product was partitioned between water and Et2O
  6. customThe aqueous layer was decanted
  7. extractionextracted with Et2O
  8. dry with materialThe solution was dried (MgSO4)
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-08779c52040c485a8d80a41b4285eacc
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05834506

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