Isopropanol → HCID 67384541, compound

HRID 1471858Notes

Reaction equation

HRID 1471858 reaction equation
[CH2:1]([C:5]1[NH:9][N:8]=[C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:6]=1)CC=C.[CH:16]([OH:19])([CH3:18])[CH3:17].CC[C@@H]1[C@@H]2C[C@H]([C@@H](OC3C4C(=CC=CC=4)C(O[C@@H](C4C=CN=C5C=4C=C(OC)C=C5)[C@@H]4N5C[C@H](CC)[C@@H](CC5)C4)=NN=3)C3C=CN=C4C=3C=C([O:41]C)C=C4)N(CC2)C1>O>[C:10]1([C:7]2[CH:6]=[C:5]([CH2:1][CH2:17][C@H:16]([OH:19])[CH2:18][OH:41])[NH:9][N:8]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 112172021,4-Bis(dihydroquinidine)phthalazineHCID 11615362HCID 11615362, compound

Product 1

HCID 67384541HCID 67384541, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 5-(but-3-enyl)-3-phenyl-1H-pyrazole (1 g, 5.04 mmol) in H2O (25 mL), and isopropanol (25 mL) was added AD-mix-β (5 g, 5.04 mmol) at room temperature. The reaction was stirred for 48 h, quenched with Na2SO3 and extracted with ethyl acetate. The organic extract was dried over MgSO4 and concentrated under reduced pressure to give the title compound (1.02 g) without further purification. LCMS m/z=232.9 [M+H]+.

Workup

  1. customquenched with Na2SO3
  2. extractionextracted with ethyl acetate
  3. extractionThe organic extract
  4. dry with materialwas dried over MgSO4
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ec402d582bf54d2da38e53438bb44252
Source dataset
uspto-grants-2015_04
Patent number
US09012478B2

Reaction notes

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