Sodium Methoxide → HCID 68121576, compound

HRID 2398509Notes

Reaction equation

HRID 2398509 reaction equation
[C:1]([NH:4][C@@H:5]1[C@H:12]([O:13]C(=O)C2C=CC=CC=2)[C:11](=[CH2:22])[O:10][C@H:7]([O:8][CH3:9])[CH2:6]1)(=[O:3])[CH3:2].C[O-].[Na+].C1C=CC=CC=1.CC(C)=O>CO>[C:1]([NH:4][C@@H:5]1[C@H:12]([OH:13])[C:11](=[CH2:22])[O:10][C@H:7]([O:8][CH3:9])[CH2:6]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 10942334Sodium MethoxideHCID 13471169HCID 13471169, compoundHCID 22015841Benzene methyl ketone

Product 1

HCID 68121576HCID 68121576, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of Compound VII (5 g, 16.4 mmoles) in absolute methanol (30 ml) was added M sodium methoxide (0.5 ml), and the mixture was kept for 12 hours at 25° C, at which point, t.l.c. (2:3 benzene-acetone) indicated that saponification was complete. The solution was passed through a small bed (250 × 20 mm) of silica gel in a column, and the effluent was evaporated in vacuo to give Compound VIII as a syrup, yield 3.2 g (97%); this was subjected, without delay, to the hydrogenation step of Example 8.

Workup

  1. customthe effluent was evaporated in vacuo

Sources & evidence

ORD record
ord-496bcff4357d40ba8e36396d1d207986
Source dataset
uspto-grants-1977_05
Patent number
US04024333

Reaction notes

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