2-Phenylethanol → HCID 69830311, compound

HRID 1268066Notes

Reaction equation

HRID 1268066 reaction equation
[O:1]1[CH:7]2[CH:2]1[C:3]([CH3:25])([CH3:24])[O:4][C:5]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:23])[CH2:14][C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=3)=[CH:8][C:6]=12.[CH2:26]([OH:34])[CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.C(OCC)(=O)C>C(#N)C.S(=O)(=O)(O)O>[CH3:25][C:3]1([CH3:24])[C@@H:2]([OH:1])[C@H:7]([O:34][CH2:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:6]2[CH:8]=[C:9]([NH:12][C:13](=[O:23])[CH2:14][C:15]3[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=3)[CH:10]=[CH:11][C:5]=2[O:4]1

Participants

6

Reactant 3

HCID 60542-PhenylethanolHCID 8857Ethyl AcetateHCID 18544031HCID 18544031, compound

Product 1

HCID 69830311HCID 69830311, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidSolventHCID 6342AcetonitrileSolvent

Procedure

To a solution of 3,4-epoxy-3,4-dihydro-2,2-dimethyl-6-(4-methoxyphenylacetylamino)-2H-1-benzopyran (200 mg, 0.68 mmol) and phenethyl alcohol (0.32 mL, 2.72 mmol) in acetonitrile (1.0 mL), sulfuric acid (0.01 mL) was added and stirred at the room temperature for 2 hours. Thereto, ice-cooled ethyl acetate was added and the formed crystals were filtered, to obtain the intended substance as white solid (yield:77%).

Workup

  1. additionwas added
  2. filtrationthe formed crystals were filtered

Sources & evidence

ORD record
ord-931943fe87254a858b47da04c55aa4f0
Source dataset
uspto-grants-2003_04
Patent number
US06555574B1

Reaction notes

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