Methanol → HCID 22902236, compound

HRID 1489547Notes

Reaction equation

HRID 1489547 reaction equation
[CH3:1][O:2][C:3]([N:5]1[CH2:13][C:12]2(C(O)=O)[CH:7]([CH:8]=[CH:9][CH:10]=[CH:11]2)[CH2:6]1)=[O:4].C([N:19]([CH2:22]C)CC)C.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:31])C=CC=CC=1.[CH3:41][OH:42]>C1(C)C=CC=CC=1>[CH3:41][O:42][C:22]([NH:19][C:12]12[CH2:13][N:5]([C:3]([O:2][CH3:1])=[O:4])[CH2:6][CH:7]1[CH:8]=[CH:9][CH:10]=[CH:11]2)=[O:31]

Participants

6

Reactant 4

HCID 887MethanolHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azideHCID 54525274HCID 54525274, compound

Product 1

HCID 22902236HCID 22902236, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

20.9 g of crude 8-azabicyclo[4.3.0]nona-2,4-diene-1,8-dicarboxylic acid 8-methyl ester are heated under reflux overnight with 9.6 g (92 mmol) of triethylamine, 26 g (107 mmol) of diphenylphosphoryl azide and 5 g of methanol in 300 ml of absolute toluene. The solution is washed with water, dried over MgSO4, and concentrated. The product is processed further in crude form. Yield: 20 g.

Workup

  1. washThe solution is washed with water
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-bff4a62334d749bfbe04dd5d8c70d34a
Source dataset
uspto-grants-1997_10
Patent number
US05679689

Reaction notes

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