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Lithium Hydroxide → N-{4-[(S)-1-(3-Hydroxy-propyl)-pyrrolidin-3-yl]-phenyl}-4-isopropyl-benzenesulfonamide

HRID 1260243
ノート
印刷プレビュー

反応式

HRID 1260243 の反応式
[CH:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([C@@H:20]3[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][CH2:27][O:28]C(=O)C)[CH2:21]3)=[CH:16][CH:15]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[OH-].[Li+]>O1CCCC1.O>[OH:28][CH2:27][CH2:26][CH2:25][N:22]1[CH2:23][CH2:24][C@@H:20]([C:17]2[CH:16]=[CH:15][C:14]([NH:13][S:10]([C:7]3[CH:6]=[CH:5][C:4]([CH:1]([CH3:3])[CH3:2])=[CH:9][CH:8]=3)(=[O:12])=[O:11])=[CH:19][CH:18]=2)[CH2:21]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 3939Lithium Hydroxide2 回HCID 53628668acetic acid 3-{(S)-3-[4-(4-isopropyl-benzenesulfonylamino)-phenyl]-pyrrolidin-1-yl}-propyl ester

生成物 1

HCID 53628667N-{4-[(S)-1-(3-Hydroxy-propyl)-pyrrolidin-3-yl]-phenyl}-4-isopropyl-benzenesulfonamide収率 67.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 8028
Tetrahydrofuran
溶媒

実験手順

0.26 g of acetic acid 3-{(S)-3-[4-(4-isopropyl-benzenesulfonylamino)-phenyl]-pyrrolidin-1-yl}-propyl ester (0.58 mmol) were dissolved in 4 ml of tetrahydrofuran. 0.021 g lithium hydroxide (0.88 mmol) dissolved in 4 ml water were added and the reaction mixture stirred for 15 h at room temperature. An additional equivalent of lithium hydroxide was added and stirring continued for 24 h before the reaction mixture was diluted with water and extracted three times with ethyl acetate. The combined organic phases were dried over magnesium sulfate, filtered, and evaporated to dryness under reduced pressure to yield 0.157 g of the product.

後処理

  1. additionwere added
  2. stirringstirring
  3. waitcontinued for 24 h before the reaction mixture
  4. extractionextracted three times with ethyl acetate
  5. dry with materialThe combined organic phases were dried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated to dryness under reduced pressure

出典と根拠

ORDレコード
ord-313615fbe23b49358a38e356511fe19f
出典データセット
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08470810B2

反応ノート

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