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Thionyl Chloride → HCID 66993584, 화합물

HRID 1392639
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HRID 1392639 반응식
O=S(Cl)Cl.[CH2:5]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][CH3:14])[C:8]=1[C:15]1[N:20]=[CH:19][C:18]([C:21](O)([CH2:25][CH2:26][CH3:27])[CH2:22][CH2:23][CH3:24])=[C:17]([O:29][CH3:30])[CH:16]=1)[CH3:6]>N1C=CC=CC=1>[CH2:13]([C:9]1[CH:10]=[CH:11][CH:12]=[C:7]([CH2:5][CH3:6])[C:8]=1[C:15]1[CH:16]=[C:17]([O:29][CH3:30])[C:18]([C:21]([CH2:25][CH2:26][CH3:27])=[CH:22][CH2:23][CH3:24])=[CH:19][N:20]=1)[CH3:14]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 59678326HCID 59678326, 화합물

생성물 1

HCID 66993584HCID 66993584, 화합물

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

SOCl2 (0.5 mL) is added to a solution of 4-[6-(2,6-diethyl-phenyl)-4-methoxy-pyridin-3-yl]-heptan-4-ol in anhydrous pyridine (5 mL) at 0° C. under nitrogen. The resulting mixture is stirred at room temperature overnight. The volatile materials are removed in vacuo. The residue is treated with water (5 mL), aqueous Na2CO3 (5 mL), and ether. The organic layer is separated and the aqueous is extracted with ether (2×10 mL). The combined extract is washed with brine, dried, and concentrated in vacuo. The crude is purified by PTLC (8:1 hexane/EtOAc) to give 2-(2,6-diethyl-phenyl)-4-methoxy-5-(1-propyl-but-1-enyl)-pyridine. 1H NMR (CDCl3) 8.26 (s, 1H), 7.29 (t, 1H), 7.16 (d, 2H), 6.72 (s, 1H), 5.55 (t, 1H), 3.82 (s, 3H), 2.22-2.37 (m, 8H), 1.30 (m, 2H), 0.87-1.10 (m, 9H).

후처리

  1. customThe volatile materials are removed in vacuo
  2. additionThe residue is treated with water (5 mL), aqueous Na2CO3 (5 mL), and ether
  3. customThe organic layer is separated
  4. extractionthe aqueous is extracted with ether (2×10 mL)
  5. extractionThe combined extract
  6. washis washed with brine
  7. customdried
  8. concentrationconcentrated in vacuo
  9. customThe crude is purified by PTLC (8:1 hexane/EtOAc)

출처 및 근거

ORD 기록
ord-678cb3a3e6814d419e325bb35445b77b
출처 데이터셋
uspto-grants-2008_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07342115B2

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