Dichloromethane → 5-Morpholin-4-ylmethyl-furan-2-carbonyl chloride hydrochloride

HRID 1452760ノート

反応式

HRID 1452760 の反応式
[ClH:1].[N:2]1([CH2:8][C:9]2[O:13][C:12]([C:14](O)=[O:15])=[CH:11][CH:10]=2)[CH2:7][CH2:6][O:5][CH2:4][CH2:3]1.C(Cl)[Cl:18]>S(Cl)(Cl)=O.CN(C=O)C>[ClH:18].[N:2]1([CH2:8][C:9]2[O:13][C:12]([C:14]([Cl:1])=[O:15])=[CH:11][CH:10]=2)[CH2:7][CH2:6][O:5][CH2:4][CH2:3]1

参加物

5

反応物 2

HCID 6344DichloromethaneHCID 53313615-((Morpholin-4-yl)methyl)furan-2-carboxylic acid hydrochloride

生成物 1

HCID 866001495-Morpholin-4-ylmethyl-furan-2-carbonyl chloride hydrochloride収率 83%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 24386Thionyl Chloride溶媒

実験手順

A suspension of 5-morpholin-4-ylmethyl-furan-2-carboxylic acid hydrochloride in thionyl chloride with 2 drops of DMF was refluxed under N2 for 3 hours, then cooled to room temperature. Dry CH2Cl2 was added and solvents were evaporated in vacuo. The residue was triturated with dry CH2Cl2, and the resulting solid was filtered, washed with dry CH2Cl2 and dried in vacuo to give 373 mg (83% yield) of 5-morpholin-4-ylmethyl-furan-2-carbonyl chloride hydrochloride as a white solid. 1H-NMR (d6-DMSO) δ: 11.54 (broad s, 1H), 7.26 (d, 1H), 6.92 (d, 1H), 4.49 (s, 2H), 3.94 (m, 2H), 3.74 (m, 2H), 3.28 (m, 2H), 3.09 (broad s, 2H).

後処理

  1. temperaturewas refluxed under N2 for 3 hours
  2. customsolvents were evaporated in vacuo
  3. customThe residue was triturated with dry CH2Cl2
  4. filtrationthe resulting solid was filtered
  5. washwashed with dry CH2Cl2
  6. customdried in vacuo

出典と根拠

ORDレコード
ord-6242b48cce774f7db40312558493922e
出典データセット
uspto-grants-2009_01
特許番号
US07473783B2

反応ノート

読み込み中…