3,4-dihydro-2H-pyran → HCID 69601101、化合物

HRID 2215082ノート

反応式

HRID 2215082 の反応式
[OH:1][CH2:2][C@H:3]1[CH2:7][S:6][C:5](=[O:8])[NH:4]1.[O:9]1[CH:14]=[CH:13][CH2:12][CH2:11][CH2:10]1.C(N(CC)CC)C>C(Cl)Cl.C1(C)C=CC(S(O)(=O)=O)=CC=1>[O:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH:10]1[O:1][CH2:2][C@H:3]1[CH2:7][S:6][C:5](=[O:8])[NH:4]1

参加物

6

反応物 3

HCID 80803,4-dihydro-2H-pyranHCID 8471TriethylamineHCID 55288328HCID 55288328、化合物

生成物 1

HCID 69601101HCID 69601101、化合物収率 73.6%

試薬・触媒・溶媒 2

HCID 6101p-Toluenesulfonic acid触媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 3-3 (3.3 g, 25 mmol) and 20 mg of p-toluenesulfonic acid in CH2Cl2 (100 mL) was added 3,4-dihydro-2H-pyran (2.7 mL, 30 mmol) and the resulting solution was stirred at rt for 30 minutes. Triethylamine (0.1 mL) was added and the solution was concentrated in vacuo. The compound was purified by flash chromatography using 40% EtOAc/hexanes to yield 4 g of 3-4 as a colorless oil. 1H NMR (400 MHz, acetone-d6): δ 7.0 (br s, 1H), 4.6 (s, 1H), 4.0 (m, 1H), 3.8 (m, 2H), 3.6 (m, 3H), 3.3 (dd, 1H), 1.9–1.4 (m, 6H).

後処理

  1. concentrationthe solution was concentrated in vacuo
  2. customThe compound was purified by flash chromatography

出典と根拠

ORDレコード
ord-cf79a5f571614b9f85bd3f7aed34a75c
出典データセット
uspto-grants-2006_09
特許番号
US07109223B2

反応ノート

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