Trimethylamine → 1,3-Dihydroxy-5-trimethylsiloxyadamantane

HRID 431418Notes

Reaction equation

HRID 431418 reaction equation
[OH:1][C:2]12[CH2:11][C:6]3([OH:12])[CH2:7][CH:8]([CH2:10][C:4]([OH:13])([CH2:5]3)[CH2:3]1)[CH2:9]2.CN(C)C.[CH3:18][Si:19](Cl)([CH3:21])[CH3:20]>C(Cl)Cl>[OH:1][C:2]12[CH2:11][C:6]3([O:12][Si:19]([CH3:21])([CH3:20])[CH3:18])[CH2:7][CH:8]([CH2:10][C:4]([OH:13])([CH2:5]3)[CH2:3]1)[CH2:9]2

Participants

5

Reactant 3

HCID 1146TrimethylamineHCID 6397ChlorotrimethylsilaneHCID 98990221,3,5-Adamantanetriol

Product 1

HCID 219307101,3-Dihydroxy-5-trimethylsiloxyadamantane

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

This 1,3,5-trihydroxyadamantane was dissolved in methylene chloride. To this solution were added a small amount of trimethylamine, and then an equimolar amount of trimethylsilyl chloride. Reaction was carried out at room temperature. The reaction product was partitioned by high performance liquid chromatography to obtain 1,3-dihydroxy-5-trimethylsiloxyadamantane.

Workup

  1. customReaction
  2. customwas carried out at room temperature
  3. customThe reaction product was partitioned by high performance liquid chromatography

Sources & evidence

ORD record
ord-609fd757932c4d9781e7d8b82ed4d6a3
Source dataset
uspto-grants-2003_12
Patent number
US06660450B2

Reaction notes

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