Sulfuric Acid → HCID 22650062, compound

HRID 1267550Notes

Reaction equation

HRID 1267550 reaction equation
[C:1]([O:5][C:6]12[CH2:15][CH:10]3[CH2:11][CH:12]([CH2:14][C:8]([C:16]([OH:18])=[O:17])([CH2:9]3)[CH2:7]1)[CH2:13]2)(=[O:4])[CH:2]=[CH2:3].[CH2:19]=[C:20]([CH3:22])[CH3:21].S(=O)(=O)(O)O>ClCCl>[C:1]([O:5][C:6]12[CH2:15][CH:10]3[CH2:11][CH:12]([CH2:14][C:8]([C:16]([O:18][C:20]([CH3:22])([CH3:21])[CH3:19])=[O:17])([CH2:9]3)[CH2:7]1)[CH2:13]2)(=[O:4])[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 8255IsobutyleneHCID 21930687HCID 21930687, compound

Product 1

HCID 22650062HCID 22650062, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 5 mmole of the above-prepared 1-acryloyloxy-3-carboxyadamantane, 50 mmole of isobutene, 0.5 mmole of sulfuric acid and 50 ml of dichloromethane was stirred at 0° C. for 24 hours. After concentrating the reaction mixture, the concentrate was subjected to column chromatography on a silica gel to thereby yield the title compound in a yield of 81%.

Workup

  1. concentrationAfter concentrating the reaction mixture

Sources & evidence

ORD record
ord-a6d05be4165e4d6581c69e6668b53ba5
Source dataset
uspto-grants-2003_04
Patent number
US06552143B2

Reaction notes

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