Dichloromethane → HCID 59654728, 화합물

HRID 659106

반응식

HRID 659106 반응식
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[C:15]1([C:21]2[O:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[Br:26][C:27]1[CH:28]=[C:29]([CH2:33][C:34](O)=[O:35])[CH:30]=[CH:31][CH:32]=1.C(Cl)Cl>ClC1C=CC=CC=1Cl>[Br:26][C:27]1[CH:28]=[C:29]([CH2:33][C:34]([C:23]2[O:22][C:21]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)=[CH:25][CH:24]=2)=[O:35])[CH:30]=[CH:31][CH:32]=1

참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 14812Phosphorus oxide (P4O10)HCID 74653(3-Bromophenyl)acetic acidHCID 5193632-Phenylfuran

생성물 1

HCID 59654728HCID 59654728, 화합물

시약·촉매·용매 1

HCID 72391,2-Dichlorobenzene용매

반응 조건

온도
80 °C

실험 절차

Phosphorous pentoxide (2.02 g, 14.20 mmol) suspended in 1,2-dichlorobenzene (60 mL) was added to a mixture of 2-phenyl-furan (23) (500 mg, 2.84 mmol) and 3-bromophenylacetic acid (24) (1.34 g, 6.25 mmol). The reaction mixture was heated to 80° C. for 2 hours and then cooled to ambient temperature. DCM was added, the organic layer washed with water and partially reduced in vacuo. The crude product was purified by Flash Master Jones Chromatography using a 50 g silica cartridge and first eluting with heptane to remove excess 1,2-dichlorobenzene, then 5-10% EtOAc in heptane to give the title compound. Yield: 278 mg, 38%; LC-MS tr 1.73 min; HPLC Purity: 100%; MS (ES+) m/z 341, 343 (M+H)

후처리

  1. temperaturecooled to ambient temperature
  2. washthe organic layer washed with water
  3. customThe crude product was purified by Flash Master Jones Chromatography
  4. washfirst eluting with heptane
  5. customto remove excess 1,2-dichlorobenzene

출처 및 근거

ORD 기록
ord-16232f9a991840aa9087cb202a425d26
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08080567B2

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