Acetaldehyde → HCID 13007393, compound

HRID 1936523Notes

Reaction equation

HRID 1936523 reaction equation
[C:1]([O:5][C:6]12[CH2:15][C:10]3([OH:16])[CH2:11][CH:12]([CH2:14][C:8]([OH:17])([CH2:9]3)[CH2:7]1)[CH2:13]2)(=[O:4])[CH:2]=[CH2:3].[CH:18](=[O:20])[CH3:19].C1(C)C=CC(S(O)(=O)=O)=CC=1.[O:32]1CC[CH2:34][CH2:33]1>>[C:1]([O:5][C:6]12[CH2:15][C:10]3([O:16][CH:18]([OH:20])[CH3:19])[CH2:11][CH:12]([CH2:14][C:8]([O:17][CH:33]([OH:32])[CH3:34])([CH2:9]3)[CH2:7]1)[CH2:13]2)(=[O:4])[CH:2]=[CH2:3]

Participants

5

Reactant 4

HCID 177AcetaldehydeHCID 6101p-Toluenesulfonic acidHCID 8028TetrahydrofuranHCID 13007392HCID 13007392, compound

Product 1

HCID 13007393HCID 13007393, compound

Conditions

Temperature
30 °C

Procedure

To 30 ml of tetrahydrofuran were added 5 mmol of 1-acryloyloxy-3,5-dihydroxyadamantane and 15 mmol of acetoaldehyde and 1 mmol of p-toluenesulfonic acid, and the mixture was stirred at 30° C. for 6 hours. Then, the reaction mixture was condensed under acidic conditions and crystallized by adding dropwise to diethyl ether to give the object compound 1-acryloyloxy-3,5-di(1-hydroxyethoxy)adamantane (acetal compound).

Workup

  1. customcondensed under acidic conditions
  2. customcrystallized
  3. additionby adding dropwise to diethyl ether

Sources & evidence

ORD record
ord-aa6a717cbb4f4848857cb66451e0abec
Source dataset
uspto-grants-2002_05
Patent number
US06391520B1

Reaction notes

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