HCID 11001428, compound → HCID 72385634, compound

HRID 1364003Notes

Reaction equation

HRID 1364003 reaction equation
[O:1]=[CH:2][CH2:3][CH2:4][CH2:5][C:6]1([CH:16]=O)[CH2:15][CH2:14][CH2:13][C:8]2([O:12][CH2:11][CH2:10][O:9]2)[CH2:7]1.FC(F)(F)C([O-])=O.C([NH2+]CC1C=CC=CC=1)C1C=CC=CC=1>>[O:9]1[C:8]2([CH2:13][CH2:14][CH2:15][C:6]3([CH2:5][CH2:4][C:3]([CH:2]=[O:1])=[CH:16]3)[CH2:7]2)[O:12][CH2:11][CH2:10]1

Participants

3

Reactant 2

HCID 11001428HCID 11001428, compoundHCID 72385631HCID 72385631, compound

Product 1

HCID 72385634HCID 72385634, compoundYield 72%

Procedure

To the 7-(4-oxo-butyl)-1,4-dioxaspiro[4.5]decane-7-carbaldehyde, 12, obtained in the previous step, was added dibenzylammonium trifluoroacetate (0.4 M solution in THF; 12 mL, 4.8 mmol). The resulting mixture was stirred at room temperature for 3 hours after which the solvent was removed in vacuo. The resulting residue was purified over silica (cyclohexane/EtOAc, 8:2 mixture) to provide 2.3 g (72% yield) of the desired product as a colorless oil which was characterized as follows:

Workup

  1. customwas removed in vacuo
  2. customThe resulting residue was purified over silica (cyclohexane/EtOAc, 8:2 mixture)

Sources & evidence

ORD record
ord-57ae0f6b34a4433fa95339ede3a2edd3
Source dataset
uspto-grants-2011_02
Patent number
US07888338B2

Reaction notes

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