Methanesulfonic Acid → HCID 86649374, compound

HRID 1615063Notes

Reaction equation

HRID 1615063 reaction equation
[CH2:1]([C:3]1[CH:29]=[CH:28][C:6]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([CH:15]3[CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16]3)=[CH:11][C:10]=2[O:26][CH3:27])=[CH:5][CH:4]=1)[CH3:2].[CH3:30][S:31]([OH:34])(=[O:33])=[O:32].C(OCC)(=O)C>C(O)C>[CH3:30][S:31]([OH:34])(=[O:33])=[O:32].[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([CH:15]3[CH2:18][NH:17][CH2:16]3)=[CH:11][C:10]=2[O:26][CH3:27])=[CH:28][CH:29]=1)[CH3:2]

Participants

5

Reactant 3

HCID 6395Methanesulfonic AcidHCID 8857Ethyl AcetateHCID 59633969HCID 59633969, compound2×

Product 1

HCID 86649374HCID 86649374, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of tert-butyl 3-[4-(4-ethylbenzyloxy)-3-methoxyphenyl]azetidine-1-carboxylate (32.4 g) prepared in (2) in ethanol (160 mL) was added methanesulfonic acid (6.3 mL). The reaction mixture was stirred at 80° C. for 3 hr. Ethyl acetate (320 mL) was added to the reaction mixture. The precipitated solid was collected on a filter and dried to give the title compound (24.3 g, 77%).

Workup

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

Sources & evidence

ORD record
ord-4efb0a8cf5df4be6959bf7740446903a
Source dataset
uspto-grants-2014_07
Patent number
US08765739B2

Reaction notes

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