Dicyclohexylcarbodiimide → HCID 86698886, 화합물

HRID 76236노트

반응식

HRID 76236 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([C:15]3([C:18]([OH:20])=[O:19])[CH2:17][CH2:16]3)=[CH:11][C:10]=2[F:21])[CH:5]=[CH:6][C:7]=1[Cl:8].C1(N=C=NC2CCCCC2)CCCCC1.[O:37]1[CH2:39][CH:38]1[CH2:40]O>C(Cl)Cl>[O:37]1[CH2:39][CH:38]1[CH2:40][O:19][C:18]([C:15]1([C:12]2[CH:13]=[CH:14][C:9]([C:4]3[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=3)=[C:10]([F:21])[CH:11]=2)[CH2:17][CH2:16]1)=[O:20]

참가 물질

5

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 11164GlycidolHCID 9996409Chf-5074

생성물 1

HCID 86698886HCID 86698886, 화합물수율 42.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1-(3′,4′-Dichloro-2-fluorobiphenyl-4-yl)cyclopropanecarboxylic acid (2.00 g, 6.15 mmol), dicyclohexylcarbodiimide (DCC, 2.54 g, 12.30 mmol), 4-dimethyl-aminopyridine (DMAP, 0.075 g, 0.614 mmol), and oxiran-2-ylmethanol (0.490 ml, 7.38 mmol) were dissolved in dry DCM (40 mL). The reaction mixture was stirred at room temperature (r.t.) overnight, then it was filtered and the filtrate was evaporated to dryness to afford 4.4 g of crude. The crude was purified by gradient flash chromatography eluting with petroleum ether/EtOAc (from 97/3 to 90/10 v/v) to afford 1-(3′,4′-dichloro-2-fluorobiphenyl-4-yl)cyclopropane carboxylic acid oxiranylmethyl ester (1.0 g, 42.6% yield).

후처리

  1. filtrationit was filtered
  2. customthe filtrate was evaporated to dryness
  3. customto afford 4.4 g of crude
  4. customThe crude was purified by gradient flash chromatography
  5. washeluting with petroleum ether/EtOAc (from 97/3 to 90/10 v/v)

출처 및 근거

ORD 기록
ord-adf76516f8b940948a53a132b73a1d44
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835494B2

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