Toluene → HCID 66926552, 화합물

HRID 713992노트

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HRID 713992 반응식
[CH2:1]1[C:5]2([CH2:10][CH2:9][CH:8]([OH:11])[CH2:7][CH2:6]2)[CH2:4][CH2:3][CH2:2]1.[CH3:12][O:13][C:14]([C:16]1[CH:25]=[CH:24][C:23]2[C:18](=[CH:19][CH:20]=[C:21](O)[CH:22]=2)[CH:17]=1)=[O:15].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(C)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>C(Cl)Cl>[CH2:1]1[C:5]2([CH2:10][CH2:9][CH:8]([O:11][C:21]3[CH:22]=[C:23]4[C:18](=[CH:19][CH:20]=3)[CH:17]=[C:16]([C:14]([O:13][CH3:12])=[O:15])[CH:25]=[CH:24]4)[CH2:7][CH2:6]2)[CH2:4][CH2:3][CH2:2]1

참가 물질

7

반응물 5

HCID 1140TolueneHCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 390995Methyl 6-hydroxy-2-naphthoateHCID 56962207Spiro[4.5]decan-8-ol

생성물 1

HCID 66926552HCID 66926552, 화합물수율 61%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

The mixture of spiro[4.5]decan-8-ol (0.915 g, 0.00593 mol), 6-hydroxy-naphthalene-2-carboxylic acid methyl ester (1.00 g, 0.00494 mol) and triphenylphosphine (1.56 g, 0.00593 mol) in toluene (10 mL, 0.1 mol) was heated to reflux, and diisopropyl azodicarboxylate (1.17 mL, 0.00593 mol) was added dropwise and was stirred and refluxed for 6 hours. The mixture was taken up into DCM and subjected to chromatography purification with EtOAc/hexane (0:100 to 40:60) to give product as a white solid (1.02 g, 61%). LCMS Rt=2.58 min, m/z=339.34, (M+1, 100%).

후처리

  1. temperaturewas heated
  2. temperatureto reflux
  3. temperaturerefluxed for 6 hours
  4. customsubjected to chromatography purification with EtOAc/hexane (0:100 to 40:60)

출처 및 근거

ORD 기록
ord-25bd304014524efab1ffccac91ed3058
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09186367B2

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