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Ethyl[(6,7-dichloro-2-hydroxymethylbenzo[b]thien-5-yl)oxy]acetate → [(6,7-Dichloro-2-hydroxymethylbenzo[b]thien-5-yl)oxy]acetic acid

HRID 485896
ノート
印刷プレビュー

反応式

HRID 485896 の反応式
C([O:3][C:4](=[O:20])[CH2:5][O:6][C:7]1[C:17]([Cl:18])=[C:16]([Cl:19])[C:10]2[S:11][C:12]([CH2:14][OH:15])=[CH:13][C:9]=2[CH:8]=1)C>C(O)C.Cl.O>[Cl:18][C:17]1[C:7]([O:6][CH2:5][C:4]([OH:20])=[O:3])=[CH:8][C:9]2[CH:13]=[C:12]([CH2:14][OH:15])[S:11][C:10]=2[C:16]=1[Cl:19]
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 1

HCID 13290039Ethyl[(6,7-dichloro-2-hydroxymethylbenzo[b]thien-5-yl)oxy]acetate

生成物 1

HCID 13290040[(6,7-Dichloro-2-hydroxymethylbenzo[b]thien-5-yl)oxy]acetic acid収率 9%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid溶媒2 回HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

A suspension of 6.05 g of ethyl[(6,7-dichloro-2-hydroxymethylbenzo[b]thien-5-yl)oxy]acetate in 40 ml of 95% ethanol and 56 ml of 3N hydrochloric acid is stirred under a reflux for 1 hr. The cooled mixture is diluted with 200 ml of water and made acidic with concentrated hydrochloric acid until pH=2. The precipitate is extracted into ethyl acetate (3×200 ml) and the combined organic extracts are washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated. Recrystallization of the residue from acetone-hexane gives 0.5 g of [(6,7-dichloro-2-hydroxymethylbenzo[b]thien-5-yl)oxy]acetic acid, mp 187.5°-188.5°.

後処理

  1. temperaturea reflux for 1 hr
  2. extractionThe precipitate is extracted into ethyl acetate (3×200 ml)
  3. washthe combined organic extracts are washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customRecrystallization of the residue from acetone-hexane

出典と根拠

ORDレコード
ord-a6b4e8d8c7f44a908cd91f8506ceccf6
出典データセット
uspto-grants-1985_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04537976

反応ノート

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