Ammonia → HCID 57420319, compound

HRID 1807651Notes

Reaction equation

HRID 1807651 reaction equation
[CH2:1]([C@@:8]12[CH2:20][CH2:19][CH2:18][N:9]1[C@@H](C(Cl)(Cl)Cl)[O:11][C:12]2=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH3:21]>CO>[CH2:1]([C@@:8]1([C:12]([NH2:21])=[O:11])[CH2:20][CH2:19][CH2:18][NH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 11759449HCID 11759449, compound

Product 1

HCID 57420319HCID 57420319, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of (3R,7aR)-7a-benzyl-3-trichloromethyl-tetrahydro-pyrrolo[1,2-c]oxazol-1one (1.40 g, prepared as described by Wang and Germanas Synlett 1999, 33-36.) and 7 M ammonia in MeOH (15 ml) was heated at 50° C. for 3 days in a sealed vessel. The cooled RM was then evaporated and triturated with chloroform to give the title compound as a white solid.

Workup

  1. customThe cooled RM was then evaporated
  2. customtriturated with chloroform

Sources & evidence

ORD record
ord-10cefa751531435ca46cfe99ee8b46da
Source dataset
uspto-grants-2013_01
Patent number
US08357707B2

Reaction notes

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