Sodium Methoxide → HCID 54296360, compound

HRID 443972Notes

Reaction equation

HRID 443972 reaction equation
C([O:4][C@H:5]1[C@H:12]([O:13]C(=O)C)[C@@H:11]([CH2:17][O:18]C(=O)C)[O:10][C@H:7]([O:8][CH3:9])[C@H:6]1[Cl:22])(=O)C.C[O-].[Na+].C(Cl)(Cl)Cl.CO>CO>[Cl:22][C@H:6]1[C@@H:5]([OH:4])[C@H:12]([OH:13])[C@@H:11]([CH2:17][OH:18])[O:10][C@@H:7]1[O:8][CH3:9]

Participants

5

Reactant 3

HCID 10942334Sodium MethoxideHCID 21584188Chloroform methanolHCID 53937836HCID 53937836, compound

Product 1

HCID 54296360HCID 54296360, compoundYield 90.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of (5) (1 g) in dry methanol (50 ml) was treated with a catalytic amount of sodium methoxide at room temperature for 24 h. T.l.c. (chloroform-methanol, 6:1) showed one product. The solution was deionised by shaking with Amberlyst--15 resin (Trade Mark) and concentrated to give (6) (0.57 g, 90%) as a syrup [α]D +59.9 (c 1.05, water).

Workup

  1. concentration15 resin (Trade Mark) and concentrated

Sources & evidence

ORD record
ord-2d1c280eb3ca4829bd6209bb1ce85aff
Source dataset
uspto-grants-1981_04
Patent number
US04262115

Reaction notes

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