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Hydrochloric Acid → 4-[3-Chloro-4-(3,3,3-trifluoro-2-hydroxy-1-methyl-2-quinolin-3-yl-propyl)-phenoxymethyl]-benzoic acid

HRID 1095961
ノート
印刷プレビュー

反応式

HRID 1095961 の反応式
C([O:3][C:4](=[O:38])[C:5]1[CH:10]=[CH:9][C:8]([CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([CH:19]([CH3:36])[C:20]([OH:35])([C:25]3[CH:26]=[N:27][C:28]4[C:33]([CH:34]=3)=[CH:32][CH:31]=[CH:30][CH:29]=4)[C:21]([F:24])([F:23])[F:22])=[C:15]([Cl:37])[CH:14]=2)=[CH:7][CH:6]=1)C.[Li+].[OH-].Cl.O>O1CCCC1.C(O)C>[Cl:37][C:15]1[CH:14]=[C:13]([CH:18]=[CH:17][C:16]=1[CH:19]([CH3:36])[C:20]([OH:35])([C:25]1[CH:26]=[N:27][C:28]2[C:33]([CH:34]=1)=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:21]([F:24])([F:23])[F:22])[O:12][CH2:11][C:8]1[CH:9]=[CH:10][C:5]([C:4]([OH:38])=[O:3])=[CH:6][CH:7]=1
参加物反応条件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 3939Lithium Hydroxide2 回HCID 666990254-[3-Chloro-4-(3,3,3-trifluoro-2-hydroxy-1-methyl-2-quinolin-3-yl-propyl)-phenoxymethyl]-benzoic acid ethyl ester

生成物 1

HCID 666991354-[3-Chloro-4-(3,3,3-trifluoro-2-hydroxy-1-methyl-2-quinolin-3-yl-propyl)-phenoxymethyl]-benzoic acid収率 66.8%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a solution of 4-[3-chloro-4-(3,3,3-trifluoro-2-hydroxy-1-methyl-2-quinolin-3-yl-propyl)-phenoxymethyl]-benzoic acid ethyl ester (Example 140, 30 mg) in tetrahydrofuran (1 ml) and ethanol (1 ml) was added a 1 M aqueous LiOH solution (0.3 ml) at 0° C. The mixture was stirred at 0° C. for 2 h. More LiOH solution (0.23 ml) was added and the mixture was stirred overnight at room temperature. The mixture was cooled in an ice bath and acidified using 1 M aqueous HCl. After addition of water a precipitation was formed. The suspension was filtered and the solid was washed with diethyl ether and dried to give the title compound as a colorless solid (19 mg). MS (m/e)=515.9 [M+H+].

後処理

  1. stirringthe mixture was stirred overnight at room temperature
  2. temperatureThe mixture was cooled in an ice bath
  3. customa precipitation
  4. customwas formed
  5. filtrationThe suspension was filtered
  6. washthe solid was washed with diethyl ether
  7. customdried

出典と根拠

ORDレコード
ord-cf95f4b640914742a62f9d63864da7d6
出典データセット
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08138189B2

反応ノート

読み込み中…

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