Sodium Hydroxide → HCID 70352795, compound

HRID 1249358Notes

Reaction equation

HRID 1249358 reaction equation
[C:1]([C:3]1[CH:15]=[CH:14][C:6]2[O:7][C:8]([CH3:13])([CH3:12])[CH:9]3[O:11][CH:10]3[C:5]=2[CH:4]=1)#[N:2].Cl.[CH2:17]([O:19][C:20](=[O:23])[CH2:21][NH2:22])[CH3:18].[OH-].[Na+]>C(O)C>[C:1]([C:3]1[CH:15]=[CH:14][C:6]2[O:7][C:8]([CH3:13])([CH3:12])[C@@H:9]([OH:11])[C@H:10]([N:22]=[CH:21][C:20]([O:19][CH2:17][CH3:18])=[O:23])[C:5]=2[CH:4]=1)#[N:2]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 2723640Glycine ethyl ester, hydrochlorideHCID 108673602,2-Dimethyl-3,4-epoxy-6-cyanochroman

Product 1

HCID 70352795HCID 70352795, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 6-cyano-3,4-dihydro-2,2-dimethyl-3,4-epoxy-2H-benzo[b]pyran (5.0 g, the preparation of which was described in U.K. patent No. 1,511,187), glycine ethyl ester hydrochloride (2.59 g) and sodium hydroxide (0.75 g) in ethanol (100 mls) was refluxed for 7h. Filtration, evaporation, and chromatography gave the title compound (1.5 g). Recrystaisation of a small portion from ethyl acetate-pentane gave crystals of m.p. 98°-100° C.

Workup

  1. customthe preparation of which
  2. filtrationFiltration, evaporation, and chromatography

Sources & evidence

ORD record
ord-49d9ebafe047459086aa2491d817e1f6
Source dataset
uspto-grants-1986_12
Patent number
US04631282

Reaction notes

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