Lithium hydroxide, monohydrate → HCID 44546375、化合物

HRID 1094367ノート

反応式

HRID 1094367 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]([N:9]([CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][N:26]=2)[C:10]([C@@H:12]([O:19]C(=O)C)[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:11])[CH:5]=[CH:6][C:7]=1[CH3:8].O.[OH-].[Li+]>O1CCCC1.O>[CH3:1][C:2]1[CH:3]=[C:4]([N:9]([CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]([F:33])([F:34])[F:32])=[CH:27][N:26]=2)[C:10](=[O:11])[C@@H:12]([OH:19])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:5]=[CH:6][C:7]=1[CH3:8]

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 44546441HCID 44546441、化合物

生成物 1

HCID 44546375HCID 44546375、化合物収率 93%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 116 mg (0.25 mmol) acetic acid (S)-{(3,4-dimethyl-phenyl)-[2-(5-trifluoromethyl-pyridin-2-yl)-ethyl]-carbamoyl}-phenyl-methyl ester in 1.2 mL tetrahydrofuran were added 0.6 mL water and 11.4 mg (0.27 mmol) lithium hydroxide monohydrate. The mixture was stirred at room temperature overnight. The mixture was diluted with water and extracted 3 times with ethyl acetate. The combined organic layers were dried over Na2SO4, filtered and concentrated in vacuo. The crude oil was purified with flash column chromatography on silica eluting with a gradient formed from heptane and ethylacetate to provide 0.098 g (93%) of the title compound as a colorless oil. MS(m/e): 429.2 [M+H]+.

後処理

  1. extractionextracted 3 times with ethyl acetate
  2. dry with materialThe combined organic layers were dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe crude oil was purified with flash column chromatography on silica eluting with a gradient
  6. customformed from heptane and ethylacetate

出典と根拠

ORDレコード
ord-9e84607c5afe4ca7a014fa60dc391a19
出典データセット
uspto-grants-2012_03
特許番号
US08133909B2

反応ノート

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