Diisopropylethylamine → HCID 66765112, 화합물

HRID 1466814노트

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HRID 1466814 반응식
[CH2:1]([O:3][C:4](=[O:14])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[C:7](Br)[CH:6]=1)[CH3:2].[CH2:15]([O:23][C:24](=[O:28])[CH2:25][CH2:26][SH:27])[CH2:16][CH2:17][CH2:18][CH2:19][CH:20]([CH3:22])C.[CH:29](N(C(C)C)CC)(C)C.CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2>O1CCOCC1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[CH2:1]([O:3][C:4](=[O:14])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[C:7]([S:27][CH2:26][CH2:25][C:24]([O:23][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:22][CH3:29])=[O:28])[CH:6]=1)[CH3:2]

참가 물질

7

반응물 4

HCID 81531DiisopropylethylamineHCID 104386Isooctyl 3-mercaptopropionateHCID 6360441,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 23062539Ethyl 3-bromo-4-methoxybenzoate

생성물 1

HCID 66765112HCID 66765112, 화합물

시약·촉매·용매 2

HCID 9811564Bis(dibenzylideneacetone)palladium촉매HCID 312751,4-Dioxane용매

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온도
90 °C

실험 절차

3-Bromo-4-methoxy-benzoic acid ethyl ester (1.61 g, 6.62 mmol) and isooctyl-3-mercaptopropionate (1.73 g, 7.95 mmol) were dissolved in dioxane (26 mL) and the mixture was sparged with N2 (g) for 10 minutes. Diisopropylethyl amine (2.31 mL, 13.25 mmol), Xanthphos (0.1917 g, 0.33 mmol) and tris(dibenzylideneacetone)dipalladium(0) (0.1517 g, 0.166 mmol) were added and the mixture was sparged with N2 (g) for 5 minutes. The reaction was then heated to 90° C. for 2 hours after which time it was filtered to remove solid impurities. The mixture was concentrated and the residue was purified on silica gel (0-40% EtOAc in hexanes) to give the title compound.

후처리

  1. customthe mixture was sparged with N2 (g) for 10 minutes
  2. customthe mixture was sparged with N2 (g) for 5 minutes
  3. filtrationwas filtered
  4. customto remove solid impurities
  5. concentrationThe mixture was concentrated
  6. customthe residue was purified on silica gel (0-40% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-ec88ccc5db564be69341524009f9268d
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09000025B2

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