Oxalic Acid → HCID 54535871, compound

HRID 486540Notes

Reaction equation

C(O)(=O)C(O)=O.C[O:8][CH:9](OC)[CH2:10][CH:11]1[CH2:20][CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([Cl:21])[CH:17]=2)[C:12]1=[O:22]>>[Cl:21][C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[C:12](=[O:22])[CH:11]([CH2:10][CH:9]=[O:8])[CH2:20][CH2:19]2

Participants

Reactant 2

HCID 971Oxalic Acid

HCID 19095431HCID 19095431, compound

Product 1

HCID 54535871HCID 54535871, compoundYield 98%

Procedure

For the cleavage of the acetal, 8 ml of 10% aqueous oxalic acid solution were applied to 50 g of silica gel and 2.1 of 6-chloro-1,2,3,4-tetrahydro-1-oxo-2-naphthaleneacetaldehyde dimethyl acetal were chromatographed on this mixture with methylene chloride as the eluent. There were obtained 1.7 g (98%) of 6-chloro-1,2,3,4-tetrahydro-1-oxo-2-naphthalene-acetaldehyde.

Workup

customwere chromatographed on this mixture with methylene chloride as the eluent

Sources & evidence

ORD record: ord-87747bbb85d7413b8ce601ac2e475fd8
Source dataset: uspto-grants-1994_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05292732

Reaction notes

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