Trimethylamine → 1,3-Dihydroxy-5-trimethylsiloxyadamantane

HRID 1829583Notes

Reaction equation

HRID 1829583 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-e157dd39f50d4c5490a402dd92131337
Source dataset
uspto-grants-2006_06
Patent number
US07063932B2

Reaction notes

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