Acetic Anhydride → 2-(1-Acetamidocyclopentyl)acetic acid

HRID 1158366ノート

反応式

HRID 1158366 の反応式
C(N(CC)CC)C.[C:8](OC(=O)C)(=[O:10])[CH3:9].[NH2:15][C:16]1([CH2:21][C:22]([OH:24])=[O:23])[CH2:20][CH2:19][CH2:18][CH2:17]1.CCOC(C)=O>CN(C1C=CN=CC=1)C.C1COCC1>[C:8]([NH:15][C:16]1([CH2:21][C:22]([OH:24])=[O:23])[CH2:20][CH2:19][CH2:18][CH2:17]1)(=[O:10])[CH3:9]

参加物

7

反応物 4

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 162124932-(1-Aminocyclopentyl)acetic acid

生成物 1

HCID 451192642-(1-Acetamidocyclopentyl)acetic acid

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 8028Tetrahydrofuran溶媒

実験手順

Triethylamine (1.2 mL, 8.4 mmol), acetic anhydride (0.8 mL, 8.4 mL) and DMAP (10 mg, 0.09 mmol) are subsequentially added to a suspension of (1-amino-cyclopentyl)-acetic acid (1.00 g, 5.6 mmol) in THF (30 mL). After heating at 60° C. for 2 h AcOEt is added and the organic phase is washed with 1N HCl. Drying (Na2SO4), filtration and evaporation of the solvent yields the desired product. MS (LC-MS): [M+H]+=186.1. tR (HPLC, Waters Symmetry C18 column, 80-95% CH3CN/H2O/3.5 min, 95% CH3CN/H2O, 2 min, CH3CN and H2O containing 0.1% TFA, flow: 0.6 mL/min): 0.53 min.

後処理

  1. additionis added
  2. washthe organic phase is washed with 1N HCl
  3. customDrying
  4. filtration(Na2SO4), filtration and evaporation of the solvent

出典と根拠

ORDレコード
ord-226b45a4f01f412bbf58037929ca6e4d
出典データセット
uspto-grants-2010_10
特許番号
US07807709B2

反応ノート

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