Trimethylamine → 1,3-Dihydroxy-5-trimethylsiloxyadamantane

HRID 380269Notes

Reaction equation

HRID 380269 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-c1f12315975a4e23b078209576811615
Source dataset
uspto-grants-2001_10
Patent number
US06303266B1

Reaction notes

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