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Hydrochloric Acid → 7-Bromo-1-(2-thienylmethyl)-2,3-dihydro-1-benzazepine-4-carboxylic acid

HRID 586993
ノート
印刷プレビュー

反応式

HRID 586993 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH2:12][C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)[CH2:10][CH2:9][C:8]([C:18]([O:20]C)=[O:19])=[CH:7][C:6]=2[CH:22]=1.[OH-].[Na+].O.Cl>O1CCCC1.CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH2:12][C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)[CH2:10][CH2:9][C:8]([C:18]([OH:20])=[O:19])=[CH:7][C:6]=2[CH:22]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 22329130Methyl 7-bromo-1-(2-thienylmethyl)-2,3-dihydro-1-benzazepine-4-carboxylate

生成物 1

HCID 223290607-Bromo-1-(2-thienylmethyl)-2,3-dihydro-1-benzazepine-4-carboxylic acid収率 73.6%

試薬・触媒・溶媒 2

HCID 887
Methanol
溶媒
HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of methyl 7-bromo-1-(2-thienylmethyl)-2,3-dihydro-1-benzazepine-4-carboxylate (810 mg) in a mixture of tetrahydrofuran (60 ml) and methanol (60 ml) was added 1N sodium hydroxide solution (21 ml), and the mixture was stirred at room temperature overnight. Then, to the mixture was added water at 0° C., and 1N hydrochloric acid was further added to make acidic (pH=4), and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried with magnesium sulfate. The solvent was evaporated under reduced pressure, and the resulting solid was recrystallized from hexane-ethyl acetate to give 7-bromo-1-(2-thienylmethyl)-2,3-dihydro-1-benzazepine-4-carboxylic acid (574 mg) as yellow crystals.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water and saturated brine
  3. dry with materialdried with magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customthe resulting solid was recrystallized from hexane-ethyl acetate

出典と根拠

ORDレコード
ord-f949e799129c480bb70f2a9201978606
出典データセット
uspto-grants-2005_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06936602B1

反応ノート

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