Hydrochloric Acid → (3-Bromo-quinolin-6-yloxy)-methylsulfanyl-acetic acid

HRID 1892038

反応式

HRID 1892038 の反応式
C[O:2][C:3](=[O:19])[CH:4]([O:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[N:14]=[CH:13][C:12]([Br:18])=[CH:11]2)[S:5][CH3:6].[OH-].[Na+].Cl>C(O)C.O>[Br:18][C:12]1[CH:13]=[N:14][C:15]2[C:10]([CH:11]=1)=[CH:9][C:8]([O:7][CH:4]([S:5][CH3:6])[C:3]([OH:19])=[O:2])=[CH:17][CH:16]=2

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59565456(3-Bromo-quinolin-6-yloxy)-methylsulfanyl-acetic acid methyl ester

生成物 1

HCID 66717844(3-Bromo-quinolin-6-yloxy)-methylsulfanyl-acetic acid収率 98%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒3 回

実験手順

To a solution of (3-bromo-quinolin-6-yloxy)-methylsulfanyl-acetic acid methyl ester (20 g) from Step 1, Stage 1 above in ethanol (150 ml) at R.T. a 2 M solution of sodium hydroxide in water (35.06 ml) was added. The reaction mixture was stirred at R.T. for 2 hours. The reaction mixture was poured into ice-could water (200 ml) and acidified with a 2 M solution of hydrochloric acid in water (35.06 ml). The precipitate was filtered off and washed with water to give (3-Bromo-quinolin-6-yloxy)-methylsulfanyl-acetic acid as yellowish solid (18.79 g). 1H NMR (CDCl3) δ ppm: 13.50 (1H, s br); 8.83 (1H, d); 8.59 (1H, d); 7.99 (1H, d); 7.57 (1H, dd); 7.50 (1H, d); 6.09 (1H, s); 2.17 (3H, s).

後処理

  1. filtrationThe precipitate was filtered off
  2. washwashed with water

出典と根拠

ORDレコード
ord-2983e6841bea48128c45d4494996bc6f
出典データセット
uspto-grants-2013_08
特許番号
US08507509B2

関連ノート

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