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N-Methyloctadecylamine → HCID 21482430, compound

HRID 1415445
Notes
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Reaction equation

HRID 1415445 reaction equation
Br[CH2:2][CH2:3][CH2:4][Si:5]([O:10][CH3:11])([O:8][CH3:9])[O:6][CH3:7].[CH2:12]([NH:30]C)[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29].[O-][CH2:33]C.[Na+]>C(O)C>[CH3:33][CH:14]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29])[CH2:13][CH2:12][NH:30][CH2:2][CH2:3][CH2:4][Si:5]([O:10][CH3:11])([O:8][CH3:9])[O:6][CH3:7]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 75539N-MethyloctadecylamineHCID 103984(3-Bromopropyl)trimethoxysilaneHCID 2723922Sodium ethoxide

Product 1

HCID 21482430HCID 21482430, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
103.5 °C

Procedure

A mixture of 12.0g of gamma-bromopropyltrimethoxysilane and 14.15g of octadecylmethylamine are heated at 94-113° C. for 16 hours and then cooled. The resulting tertiary ammonium salt is dissolved in 100 ml of absolute ethanol and 0.05 moles of freshly prepared sodium ethoxide in 50 ml of ethanol is added. Filtration of the resulting solution and removal of the solvent yield the tertiary amine, gammamethyloctadecylaminopropyltrimethoxysilane.

Workup

  1. temperaturecooled
  2. filtrationFiltration of the resulting solution and removal of the solvent

Sources & evidence

ORD record
ord-91f4f54af69d49239773de286b5d2d64
Source dataset
uspto-grants-1977_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04005119

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes