HCID 13645863, compound → HCID 13645862, compound

HRID 1982266Notes

Reaction equation

HRID 1982266 reaction equation
C([C:3]1[C:17]([Cl:18])=[C:16]([Cl:19])[C:6]2[O:7][CH:8]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:9][O:10][C:5]=2[CH:4]=1)=O.C1C=CC=CC=1.C[C:27](C)=[O:28]>>[CH:27]([C:4]1[C:5]2[O:10][CH2:9][CH:8]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[O:7][C:6]=2[C:16]([Cl:19])=[C:17]([Cl:18])[CH:3]=1)=[O:28]

Participants

3

Reactant 2

HCID 13645863HCID 13645863, compoundHCID 22015841Benzene methyl ketone

Product 1

HCID 13645862HCID 13645862, compoundYield 49%

Procedure

This is passed through Lober column B (made by Merck) with benzene/acetone (30/1) as an eluent. The product in the earliest fraction is recrystallized from acetone/ether/petroleum ether to give 1.031 g (yield 47%) of the objective ethyl 6-formyl-7,8-dichloro-1,4-benzodioxane-2-carboxylate (Ib'-51), m.p. 101°-102° C. And the product in the later fractions are also recrystallized in the same manner as above to give 1.057 g (yield 49%) of ethyl 5-formyl-7,8-dichloro-1,4-benzodioxane-2-carboxylate (Ib'-50), m.p. 110°-113° C.

Workup

  1. customThe product in the earliest fraction is recrystallized from acetone/ether/petroleum ether
  2. customAnd the product in the later fractions are also recrystallized in the same manner as above

Sources & evidence

ORD record
ord-cc10b1f59d574dd6b07394d655718f71
Source dataset
uspto-grants-1986_06
Patent number
US04595767

Reaction notes

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