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

HRID 1452760노트

반응식

HRID 1452760 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 24386Thionyl Chloride용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-6242b48cce774f7db40312558493922e
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07473783B2

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