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Bromoacetic Acid → [{2-(1,3-Benzodioxol-5-yl)ethyl}thio]acetic acid

HRID 486903
ノート
印刷プレビュー

反応式

HRID 486903 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][SH:12])=[CH:9][C:4]=2[O:3][CH2:2]1.Br[CH2:14][C:15]([OH:17])=[O:16].[OH-].[Na+]>C(O)C.O>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][S:12][CH2:14][C:15]([OH:17])=[O:16])=[CH:9][C:4]=2[O:3][CH2:2]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 6227Bromoacetic AcidHCID 14798Sodium HydroxideHCID 158195122-(1,3-Benzodioxol-5-yl)ethanethiol

生成物 1

HCID 19001624[{2-(1,3-Benzodioxol-5-yl)ethyl}thio]acetic acid収率 93.2%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 962Water溶媒

実験手順

100 g of 2-(1,3-benzodioxol-5-yl)ethanethiol and 75.1 g of bromoacetic acid were dissolved in 1 l of ethanol. A solution of 44 g of sodium hydroxide in 125 ml of water and then 2 l of ethanol were added thereto. The mixture was heated under reflux for 3 h. The reaction mixture was concentrated under reduced pressure. 2.5 l of water was added thereto. The mixture was made alkaline with a 1N sodium hydroxide solution, washed with 35% hydrochloric acid, extracted with ethyl acetate, washed with water four times and dried over sodium sulfate. The solvent was distilled off under reduced pressure to obtain 121 g of [{2-(1,3-benzodioxol-5-yl)ethyl}thio]acetic acid in the form of a faint yellow oil.

後処理

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 3 h
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. addition2.5 l of water was added
  5. washwashed with 35% hydrochloric acid
  6. extractionextracted with ethyl acetate
  7. washwashed with water four times
  8. dry with materialdried over sodium sulfate
  9. distillationThe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-0c0e27bcb8b04d4695aa445e55300cd2
出典データセット
uspto-grants-1994_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05292901

反応ノート

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