Trimethylamine → 1,3-Dihydroxy-5-trimethylsiloxyadamantane

HRID 2416379Notes

Reaction equation

HRID 2416379 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 equinolar 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-dff7a205e3a24ddba406b64ed02a8e1f
Source dataset
uspto-grants-2004_11
Patent number
US06824957B2

Reaction notes

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