Water → HCID 49833752、化合物

HRID 1614864ノート

反応式

HRID 1614864 の反応式
[O:1]=[C:2]1[CH2:6][CH2:5][C@@H:4]([C:7]2[CH:17]=[CH:16][C:10]([O:11][CH2:12][C:13](O)=[O:14])=[CH:9][CH:8]=2)[CH2:3]1.C1N=C[N:20](C(N2C=NC=C2)=O)C=1.[OH-].[NH4+].O>CN(C=O)C>[O:1]=[C:2]1[CH2:6][CH2:5][C@@H:4]([C:7]2[CH:17]=[CH:16][C:10]([O:11][CH2:12][C:13]([NH2:20])=[O:14])=[CH:9][CH:8]=2)[CH2:3]1

参加物

6

反応物 4

HCID 962WaterHCID 14923Ammonium HydroxideHCID 682631,1'-CarbonyldiimidazoleHCID 49834134HCID 49834134、化合物

生成物 1

HCID 49833752HCID 49833752、化合物収率 81%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

(R)-[4-(3-Oxo-cyclopentyl)-phenoxy]-acetic acid (preparation 31) (1.6 mmol, 375 mg) was dissolved in DMF (3 mL), then CDI (1.84 mmol, 299 mg) was added and the reaction mixture stirred at r.t. for 90 min. Ammonium hydroxide (25% aq, 7 mL) was added and a precipitate formed. Water (7 mL) was added and the precipitate filtered off and dried in vacuo to yield the title compound (302 mg, 81%). 1H NMR (300 MHz, CDCl3) δ 7.25-7.14 (m, 2H), 6.97-6.83 (m, 2H), 6.78 (bs, 1H), 5.91 (bs, 1H), 4.49 (s, 2H), 3.52-3.28 (m, 1H), 2.77-2.57 (m, 1H), 2.57-2.11 (m, 5H), 2.09-1.79 (m, 1H).

後処理

  1. customa precipitate formed
  2. filtrationthe precipitate filtered off
  3. customdried in vacuo

出典と根拠

ORDレコード
ord-1415293e8d88416fb053ee83379b3393
出典データセット
uspto-grants-2014_07
特許番号
US08765676B2

反応ノート

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