Lithium Hydroxide → HCID 67488047、化合物

HRID 1755148ノート

反応式

HRID 1755148 の反応式
C[O:2][C:3](=[O:33])[CH:4]([C:23]1[CH:28]=[CH:27][C:26]([C:29]([CH3:32])([CH3:31])[CH3:30])=[CH:25][CH:24]=1)[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:8][CH:7]=1.[OH-].[Li+]>C1COCC1.CO.O>[CH2:16]([O:15][CH2:14][CH2:13][O:12][C:9]1[CH:10]=[CH:11][C:6]([CH2:5][CH:4]([C:23]2[CH:24]=[CH:25][C:26]([C:29]([CH3:32])([CH3:31])[CH3:30])=[CH:27][CH:28]=2)[C:3]([OH:33])=[O:2])=[CH:7][CH:8]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 67486802HCID 67486802、化合物

生成物 1

HCID 67488047HCID 67488047、化合物

試薬・触媒・溶媒 1

HCID 21892291Methanol tetrahydrofuran water溶媒

実験手順

To the crude 3-[4-(2-Benzyloxyethoxy)-phenyl]-2-(4-tert-butylphenyl)-propionic acid methyl ester from step d dissolved in 20 mL of THF/MeOH/H2O (3:1:1) was added lithium hydroxide (270 mg, 6.5 mmol) After stirring for 5 hrs at rt, the organic solvents were removed under vacuum and the reaction residue diluted further with water (25 mL). The aqueous mixture was extracted with diethyl ether, made acidic with 1 N HCl and extracted again with ethyl acetate. The ethyl acetate portion was then dried over Na2SO4 and concentrated under vacuum to afford 3-[4-(2-Benzyloxyethoxy)-phenyl]-2-(4-tert-butylphenyl)-propionic acid as a semi-solid mass. (456 mg, 81% over 2 steps)

後処理

  1. customthe organic solvents were removed under vacuum
  2. additionthe reaction residue diluted further with water (25 mL)
  3. extractionThe aqueous mixture was extracted with diethyl ether
  4. extractionextracted again with ethyl acetate
  5. dry with materialThe ethyl acetate portion was then dried over Na2SO4
  6. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-d8fab3215bd0416ca4c71b277ff68dce
出典データセット
uspto-grants-2015_10
特許番号
US09169201B2

反応ノート

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