Sodium Hydroxide → (1-Carbamoyl-1H-indol-3-yl)-acetic acid

HRID 1527198ノート

反応式

HRID 1527198 の反応式
C([O:3][C:4](=[O:18])[CH2:5][C:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]([C:15](=[O:17])[NH2:16])[CH:7]=1)C.[OH-].[Na+]>CO.O>[C:15]([N:8]1[C:9]2[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:6]([CH2:5][C:4]([OH:18])=[O:3])=[CH:7]1)(=[O:17])[NH2:16]

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 68283759(1-carbamoyl-1H-indol-3-yl)-acetic acid ethyl ester

生成物 1

HCID 68283440(1-Carbamoyl-1H-indol-3-yl)-acetic acid

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To a suspension of (1-carbamoyl-1H-indol-3-yl)-acetic acid ethyl ester in methanol (61 mL) and water (6.1 mL) was added an 1N aqueous solution of NaOH (12.2 mL, 12.2 mmol) and the resulting yellow solution was stirred at RT for 4 h. The reaction mixture was concentrated under reduced pressure and the residue was suspended in HCl 1N. The aqueous mixture was extracted with EtOAC (3×), the combined organic extracts were dried (phase separator) and concentrated in vacuo. The crude product was used directly in the next step without any further purification. MS: 219 [M+H]+, 437 [2M+H]+; tR (HPLC conditions b) 2.16 min.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. extractionThe aqueous mixture was extracted with EtOAC (3×)
  3. customthe combined organic extracts were dried (phase separator)
  4. concentrationconcentrated in vacuo
  5. customThe crude product was used directly in the next step without any further purification
  6. customtR (HPLC conditions b) 2.16 min.

出典と根拠

ORDレコード
ord-f8ace63ab6fa41f5ba75bf6487303067
出典データセット
uspto-grants-2015_07
特許番号
US09085555B2

反応ノート

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