Hydrogen chloride-ethyl acetate → HCID 66786277, compound

HRID 1615053Notes

Reaction equation

HRID 1615053 reaction equation
[CH:1]1([C:4]2[CH:30]=[CH:29][C:7]([CH2:8][O:9][C:10]3[CH:15]=[CH:14][C:13]([CH:16]4[CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17]4)=[CH:12][C:11]=3[O:27][CH3:28])=[CH:6][CH:5]=2)[CH2:3][CH2:2]1.[ClH:31].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:31].[CH:1]1([C:4]2[CH:30]=[CH:29][C:7]([CH2:8][O:9][C:10]3[CH:15]=[CH:14][C:13]([CH:16]4[CH2:19][NH:18][CH2:17]4)=[CH:12][C:11]=3[O:27][CH3:28])=[CH:6][CH:5]=2)[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 59633933HCID 59633933, compound2×

Product 1

HCID 66786277HCID 66786277, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of tert-butyl 3-[4-(4-cyclopropylbenzyloxy)-3-methoxyphenyl]azetidine-1-carboxylate prepared in (4) in ethyl acetate (30 mL) was added 4 N HCl/ethyl acetate (30 mL) at 0° C. The reaction mixture was stirred at 0° C. for 10 min and then at RT for 30 min. The reaction mixture was stirred in an ice-bath. The precipitated solid was collected on a filter and dried to give the title compound (2.61 g, 54%).

Workup

  1. waitat RT for 30 min
  2. stirringThe reaction mixture was stirred in an ice-bath
  3. customThe precipitated solid was collected on
  4. filtrationa filter
  5. customdried

Sources & evidence

ORD record
ord-558cc75b0c334cf496dc381f41595ec7
Source dataset
uspto-grants-2014_07
Patent number
US08765739B2

Reaction notes

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