Chlorotrimethylsilane → HCID 17747965, compound

HRID 2247136Notes

Reaction equation

HRID 2247136 reaction equation
[CH3:1][C:2]([OH:22])([CH3:21])[CH2:3][N:4]([CH3:20])[CH2:5][CH2:6][CH:7]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(N(CC)CC)C.[CH3:30][Si:31](Cl)([CH3:33])[CH3:32]>C(Cl)Cl>[CH3:21][C:2]([O:22][Si:31]([CH3:33])([CH3:32])[CH3:30])([CH3:1])[CH2:3][N:4]([CH3:20])[CH2:5][CH2:6][CH:7]([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 108515631-[(3,3-Diphenylpropyl)(methyl)amino]-2-methylpropan-2-ol

Product 1

HCID 17747965HCID 17747965, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
12.5 °C

Procedure

2,N-Dimethyl-N-(3,3-diphenylpropyl)-1-amino-2-propanol (5.0 gm) is dissolved in methylene chloride (25 ml) at 25-30° C., triethylamine (2.5 gm) is added and then the contents are cooled to 10-15° C. under N2 atmosphere. Trimethylsilyl chloride (2.5 gm) is slowly added to the reaction mass while maintaining the temperature 10-15° C., the mass temperature is raised to 25-30° C. and maintained for 2 hours at the same temperature to give the reaction mass of 2,N-dimethyl-2-(trimethylsilyloxy)-N-(3,3-diphenylpropyl)-1-propanamine.

Workup

  1. temperaturewhile maintaining the temperature 10-15° C.
  2. temperaturethe mass temperature is raised to 25-30° C.
  3. temperaturemaintained for 2 hours at the same temperature

Sources & evidence

ORD record
ord-7c733e986fe44a08813b4eaa4da01d7e
Source dataset
uspto-grants-2010_03
Patent number
US07687653B2

Reaction notes

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