Hydrogen chloride-ethyl acetate → HCID 66792457, compound

HRID 1615073Notes

Reaction equation

HRID 1615073 reaction equation
[CH2:1]([C:3]1[CH:30]=[CH:29][C:6]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]3([OH:26])[CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16]3)=[CH:11][C:10]=2[O:27][CH3:28])=[CH:5][CH:4]=1)[CH3:2].[ClH:31].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:31].[CH2:1]([C:3]1[CH:30]=[CH:29][C:6]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]3([OH:26])[CH2:18][NH:17][CH2:16]3)=[CH:11][C:10]=2[O:27][CH3:28])=[CH:5][CH:4]=1)[CH3:2]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 59633945HCID 59633945, compound2×

Product 1

HCID 66792457HCID 66792457, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Conditions

Temperature
0 °C

Procedure

To a solution of tert-butyl 3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]-3-hydroxyazetidine-1-carboxylate (0.88 g) prepared in (2) in ethyl acetate (4.0 mL) was added a solution of 4 N HCl/ethyl acetate (4.0 mL) at 0° C. The reaction mixture was stirred at 0° C. for 3 hr. Ethyl acetate was added to the reaction mixture. The precipitated solid was collected on a filter and dried to give the title compound (0.53 g, 71%).

Workup

  1. customThe precipitated solid was collected on
  2. filtrationa filter
  3. customdried

Sources & evidence

ORD record
ord-31adcaa520fe4e21a4d8ebb7a63ddab9
Source dataset
uspto-grants-2014_07
Patent number
US08765739B2

Reaction notes

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