N-bromobutanimide → HCID 71143824, 화합물

HRID 2173044

반응식

HRID 2173044 반응식
[C:1]1(=[O:9])[C:8]2[N:4]([CH:5]=[CH:6][CH:7]=2)[CH2:3][CH2:2]1.[Br:10]N1C(=O)CCC1=O>C1COCC1>[Br:10][C:6]1[CH:7]=[C:8]2[N:4]([CH2:3][CH2:2][C:1]2=[O:9])[CH:5]=1

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 973473H-1,2-dihydro-1-pyrrolizinone

생성물 1

HCID 71143824HCID 71143824, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
-10 °C

실험 절차

A mixture of 2,3-dihydro-1H-pyrrolizin-1-one (300 mg, 2.48 mmol) in THF (20 mL) was cooled to −10° C. in a brine bath. N-Bromosuccinimide (441 mg, 2.48 mmol) in THF (5 mL) was added dropwise, and the reaction mixture was stirred at −10° C. for 1 hour. The reaction was subsequently quenched with water (100 mL) and extracted with ethyl acetate (2×100 mL). The organic layers were combined and dried and to give the title compound, which was used without further purification (520 mg). 1H NMR (400 MHz, DMSO-d6) δ ppm 3.02-3.05 (m, 2H), 4.17-4.20 (m, 2H), 6.58 (d, J=4.40 Hz, 1H), 6.67 (d, J=3.90 Hz, 1H). ESI-MS m/z [M+H]+ calc'd for C7H6BrNO, 200. found, 200.

후처리

  1. customThe reaction was subsequently quenched with water (100 mL)
  2. extractionextracted with ethyl acetate (2×100 mL)
  3. customdried

출처 및 근거

ORD 기록
ord-ab0abc6fa410481c9b17703f985a9404
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09056873B2

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