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Sodium Chloride → Trimethoxy(methoxymethyl)silane

HRID 9702
Notes
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Reaction equation

HRID 9702 reaction equation
[CH3:1][O-:2].[Na+].Cl[CH2:5][Si:6]([O:11][CH3:12])([O:9][CH3:10])[O:7][CH3:8].[SiH4].[Cl-].[Na+]>CO>[CH3:1][O:2][CH2:5][Si:6]([O:11][CH3:12])([O:9][CH3:10])[O:7][CH3:8]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 22212Silane, chloromethyl-trimethoxy-HCID 23953SilaneHCID 10942334Sodium Methoxide

Product 1

HCID 31548Trimethoxy(methoxymethyl)silane

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

340 g (6.3 mol) of sodium methylate (95% strength) are dissolved in portions in 2.5 l of methanol in a laboratory reactor blanketed with nitrogen. During this procedure, the solution heats up to 65° C. Thereafter, 995 g (5.8 mol) of chloromethyltrimethoxysilane are added dropwise over 1.5 h and stirring is effected for a further 30 minutes at the boil. On addition of the silane, sodium chloride is precipitated spontaneously as the salt, but the suspension remains readily stirrable until the end of the metering. The precipitated sodium chloride is filtered off with suction and the methanol is removed under a partial vacuum at 40–50° C. The residue is purified by distillation (97–98° C. at 172 mbar).

Workup

  1. customheats up to 65° C
  2. customis precipitated spontaneously as the salt
  3. filtrationThe precipitated sodium chloride is filtered off with suction
  4. customthe methanol is removed under a partial vacuum at 40–50° C
  5. distillationThe residue is purified by distillation (97–98° C. at 172 mbar)

Sources & evidence

ORD record
ord-8cda2c9114054d9c960cc6d973d5c6a6
Source dataset
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07091298B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes