ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Lithium hydroxide, monohydrate → (R)-3-methoxy-4-[1-methyl-5-(2-methyl-4,4,4-trifluorobutylcarbamoyl)indol-3-yl-methyl]benzoic acid

HRID 1741918
ノート
印刷プレビュー

反応式

HRID 1741918 の反応式
O.[OH-].[Li+].[CH3:4][O:5][C:6]1[CH:7]=[C:8]([CH:13]=[CH:14][C:15]=1[CH2:16][C:17]1[C:25]2[C:20](=[CH:21][CH:22]=[C:23]([C:26](=[O:36])[NH:27][CH2:28][C@H:29]([CH3:35])[CH2:30][C:31]([F:34])([F:33])[F:32])[CH:24]=2)[N:19]([CH3:37])[CH:18]=1)[C:9]([O:11]C)=[O:10]>O.CO>[CH3:4][O:5][C:6]1[CH:7]=[C:8]([CH:13]=[CH:14][C:15]=1[CH2:16][C:17]1[C:25]2[C:20](=[CH:21][CH:22]=[C:23]([C:26](=[O:36])[NH:27][CH2:28][C@H:29]([CH3:35])[CH2:30][C:31]([F:33])([F:32])[F:34])[CH:24]=2)[N:19]([CH3:37])[CH:18]=1)[C:9]([OH:11])=[O:10]
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 2

HCID 168937Lithium hydroxide, monohydrateHCID 10050661methyl (R)-3-methoxy-4-[1-methyl-5-(2-methyl-4,4,4-trifluorobutylcarbamoyl)indol-3-ylmethyl]benzoate

生成物 1

HCID 10389603(R)-3-methoxy-4-[1-methyl-5-(2-methyl-4,4,4-trifluorobutylcarbamoyl)indol-3-yl-methyl]benzoic acid収率 102.3%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962
Water
溶媒

実験手順

A solution of lithium hydroxide monohydrate (7.68 g) in water (50 mL) was added to a stirred solution of methyl (R)-3-methoxy-4-[1-methyl-5-(2-methyl-4,4,4-trifluorobutylcarbamoyl)indol-3-ylmethyl]benzoate (14.38 g) in methanol (120 mL) and distilled tetrahydrofuran (120 mL) under an inert atmosphere. After 18 h the solvent was evaporated, the residue was dissolved in water (250 mL) and distilled tetrahydrofuran (23 mL), acidified to pH 1 by addition of concentrated hydrochloric acid, and diluted with water (150 mL). The precipitate was collected and washed with water to give (R)-3-methoxy-4-[1-methyl-5-(2-methyl-4,4,4-trifluorobutylcarbamoyl)indol-3-ylmethyl]benzoic acid (14.28 g, 100%); mp 218°-223° C.; partial NMR (300 MHz, DMSO-d6): 1.00 (d, 3H, CH3), 2.04-2.28 (m, 2H, CF3CH2), 2.32-2.44 (m, 1H, CHCH3), 3.21 (br t, 2H, CH2N), 3.76 (s, 3H, NCH3), 3.90 (s, 3H, OCH3), 4.07 (s, 2H, ArCH2Ar'), 8.43 (br t, 1H, NHCO).

後処理

  1. distillationdistilled tetrahydrofuran (120 mL) under an inert atmosphere
  2. customAfter 18 h the solvent was evaporated
  3. dissolutionthe residue was dissolved in water (250 mL)
  4. distillationdistilled tetrahydrofuran (23 mL)
  5. additionacidified to pH 1 by addition of concentrated hydrochloric acid
  6. additiondiluted with water (150 mL)
  7. customThe precipitate was collected
  8. washwashed with water

出典と根拠

ORDレコード
ord-b335d28a5ed84509a5ff9b8f8a85bbe3
出典データセット
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05334765

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート