Hexane → HCID 59134418, compound

HRID 2425339Notes

Reaction equation

HRID 2425339 reaction equation
[CH3:1][C:2]1([CH3:27])[O:16][C:6]2=[CH:7][C:8]3[C:9]([CH3:15])=[CH:10][CH:11]=[N:12][C:13]=3[CH:14]=[C:5]2[C@@H:4]([NH:17][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C@@H:3]1[OH:26].C(O)(=O)/C=C\C(O)=O.CCCCCC>C(OCC)(=O)C>[CH3:1][C:2]1([CH3:27])[O:16][C:6]2=[CH:7][C:8]3[C:9]([CH3:15])=[CH:10][CH:11]=[N:12][C:13]=3[CH:14]=[C:5]2[CH:4]([NH:17][CH2:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:3]1[OH:26]

Participants

5

Reactant 3

HCID 8058HexaneHCID 444266Maleic AcidHCID 86640069HCID 86640069, compound

Product 1

HCID 59134418HCID 59134418, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Conditions

Temperature
0 °C

Procedure

To a solution of (±)-trans-2,2,9-trimethyl-4-[(2-phenylethyl)amino]-3,4-dihydro-2H-pyrano[2,3-g]quinolin-3-ol (219 mg, 0.60 mmol) in ethyl acetate (3 mL), a solution of maleic acid (77 mg, 0.66 mmol) in ethyl acetate (1 mL) was added dropwise, the resulting reaction solution was cooled to 0° C., hexane (10 mL) was added thereto, and precipitated solid was filtered off to obtain 2,2,9-trimethyl-4-[(2-phenylethyl)amino]-3,4-dihydro-2H-pyrano[2,3-g]quinolin-3-ol 3/2 maleate (yield: 72%).

Workup

  1. customthe resulting reaction solution
  2. customprecipitated solid
  3. filtrationwas filtered off

Sources & evidence

ORD record
ord-dcd120832dbb41dba7dab9b756ec0814
Source dataset
uspto-grants-2011_06
Patent number
US07964623B2

Reaction notes

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