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

HRID 1003883ノート

反応式

HRID 1003883 の反応式
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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-637a6e81307244d3a72e9f43563fbdea
出典データセット
uspto-grants-2000_04
特許番号
US06046355

反応ノート

読み込み中…