Hydrochloric Acid → 5-[(Tricyclo[3.3.1.1~3,7~]decan-1-yl)methoxy]pentanal

HRID 567052Notes

Reaction equation

HRID 567052 reaction equation
C([O:3][CH:4](OCC)[CH2:5][CH2:6][CH2:7][CH2:8][O:9][CH2:10][C:11]12[CH2:20][CH:15]3[CH2:16][CH:17]([CH2:19][CH:13]([CH2:14]3)[CH2:12]1)[CH2:18]2)C.Cl>CC(C)=O>[C:11]12([CH2:10][O:9][CH2:8][CH2:7][CH2:6][CH2:5][CH:4]=[O:3])[CH2:20][CH:15]3[CH2:16][CH:17]([CH2:19][CH:13]([CH2:14]3)[CH2:12]1)[CH2:18]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 212644881-{[(5,5-Diethoxypentyl)oxy]methyl}tricyclo[3.3.1.1~3,7~]decane

Product 1

HCID 161067035-[(Tricyclo[3.3.1.1~3,7~]decan-1-yl)methoxy]pentanal

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of the appropriate acetal 5, 6, (0.2 mmol) in 3 ml acetone and 1 ml 5% HCl was stirred at rt for 1h. Evaporation of the acetone, extraction of the residue with ether (3×7ml), drying on Na2SO4 and evaporation yielded the aldehyde (quant.) used for the next step without further purification.

Workup

  1. customEvaporation of the acetone, extraction of the residue with ether (3×7ml)
  2. customdrying on Na2SO4 and evaporation

Sources & evidence

ORD record
ord-3f8a438ff98143ab884f119e64fa971e
Source dataset
uspto-grants-2001_01
Patent number
US06177447B1

Reaction notes

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