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Hydrochloric Acid → 4-(6-Cyano-2-methyl-thieno[3,2-b]pyrrol-4-yl)-2-hydroxybenzoic acid

HRID 518133
ノート
印刷プレビュー

反応式

HRID 518133 の反応式
[C:1]([C:3]1[C:4]2[S:24][C:23]([CH3:25])=[CH:22][C:5]=2[N:6]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14]C)=[O:13])=[C:10]([O:18]COC)[CH:9]=2)[CH:7]=1)#[N:2].O.[OH-].[Li+].Cl>O1CCCC1.C(O)C.O>[C:1]([C:3]1[C:4]2[S:24][C:23]([CH3:25])=[CH:22][C:5]=2[N:6]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([OH:14])=[O:13])=[C:10]([OH:18])[CH:9]=2)[CH:7]=1)#[N:2]
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 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 90254546Methyl 4-(6-cyano-2-methyl-thieno[3,2-b]pyrrol-4-yl)-2-(methoxymethoxy)benzoate

生成物 1

HCID 715321534-(6-Cyano-2-methyl-thieno[3,2-b]pyrrol-4-yl)-2-hydroxybenzoic acid収率 98.6%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒
HCID 962
Water
溶媒
HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixed solution of methyl 4-(6-cyano-2-methyl-thieno[3,2-b]pyrrol-4-yl)-2-(methoxymethoxy)benzoate (0.63 g) in tetrahydrofuran (10 mL), ethanol (5.0 mL) and water (5.0 mL) was added lithium hydroxide monohydrate (0.22 g), and the mixture was stirred at room temperature for 4 hours. Then 1 mol/L hydrochloric acid (10.6 mL) was added to the reaction solution and the resulting mixture was stirred at 50° C. for 5 hours. The reaction solution was concentrated under reduced pressure. To the residue was added water. The precipitated solid was collected by filtration, washed with water, and dried under reduced pressure at 50° C. to give the title compound (0.52 g).

後処理

  1. stirringthe resulting mixture was stirred at 50° C. for 5 hours
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. additionTo the residue was added water
  4. filtrationThe precipitated solid was collected by filtration
  5. washwashed with water
  6. customdried under reduced pressure at 50° C.

出典と根拠

ORDレコード
ord-3a19fb8a9ed74844b891c32811ac44e1
出典データセット
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09115144B2

反応ノート

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