HCID 22042276, compound → Methyl 3-oxo-2,3-dihydro-1-benzoxepin-7-carboxylate

HRID 1791049Notes

Reaction equation

HRID 1791049 reaction equation
I([O-])(=O)(=O)=O.[Na+].[OH:7][C:8]1(CO)[CH:14]=[CH:13][C:12]2[CH:15]=[C:16]([C:19]([O:21][CH3:22])=[O:20])[CH:17]=[CH:18][C:11]=2[O:10][CH2:9]1>O1CCOCC1.O>[O:7]=[C:8]1[CH:14]=[CH:13][C:12]2[CH:15]=[C:16]([C:19]([O:21][CH3:22])=[O:20])[CH:17]=[CH:18][C:11]=2[O:10][CH2:9]1

Participants

4

Reactant 2

HCID 22042276HCID 22042276, compoundHCID 23667635Sodium periodate

Product 1

HCID 11138567Methyl 3-oxo-2,3-dihydro-1-benzoxepin-7-carboxylateYield 45%

Reagents, catalysts & solvents 1

HCID 218864351,4-Dioxane--water (1/1)Solvent

Procedure

116 mg (0.54 mmol) of sodium periodate are added at ambient temperature in 4 equal portions, every quarter of an hour, to 135 mg (0.54 mmol) of methyl 3-hydroxy-3-(hydroxymethyl)-2,3-dihydro-1-benzoxepin-7-carboxylate, prepared according to example 45, in solution in 16 ml of a 3/1 dioxane/water mixture. After the usual treatments, the crude reaction product is purified by chromatography on silica gel (ethyl acetate/heptane 25/75) to give 53 mg (45%) of methyl 3-oxo-2,3-dihydro-1-benzoxepin-7-carboxylate in the form of a white solid; M.p.=98° C.

Workup

  1. customprepared
  2. customAfter the usual treatments, the crude reaction product
  3. customis purified by chromatography on silica gel (ethyl acetate/heptane 25/75)

Sources & evidence

ORD record
ord-a795c22745ff44ec960187343b96c62e
Source dataset
uspto-grants-2006_07
Patent number
US07071340B2

Reaction notes

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