Dichloromethane → (3-Chloropropoxy)trimethylsilane

HRID 391171Notes

Reaction equation

HRID 391171 reaction equation
Cl[Si:2]([CH3:5])([CH3:4])[CH3:3].[CH:6]([O:9]C(C)C)(C)[CH3:7].Cl[CH2:14][Cl:15]>>[Cl:15][CH2:14][CH2:7][CH2:6][O:9][Si:2]([CH3:5])([CH3:4])[CH3:3]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6397ChlorotrimethylsilaneHCID 7914Diisopropyl Ether

Product 1

HCID 12860861(3-Chloropropoxy)trimethylsilane

Procedure

A solution of chlorotrimethylsilane (126.40 g, 1.164 mol) in dichloromethane (300 L) is then added dropwise maintaining the temperature between 0° C. and 5° C. When the conversion is complete, diisopropyl ether (600 mL) is added and triethylamine hydrochloride is filtered washing the pad with diisopropyl ether. The filtrate is concentrated at 38° C. under reduced pressure and the product is purified by distillation (0-5 mmHg, 70° C.). (3-Chloropropoxy)trimethylsilane is obtained as a colourless liquid (144.57 g, 0.867 mol, 82%).

Workup

  1. temperaturemaintaining the temperature between 0° C. and 5° C
  2. filtrationtriethylamine hydrochloride is filtered
  3. washwashing the pad with diisopropyl ether
  4. concentrationThe filtrate is concentrated at 38° C. under reduced pressure
  5. distillationthe product is purified by distillation (0-5 mmHg, 70° C.)

Sources & evidence

ORD record
ord-cf8539c716264827b4820d69894eeb95
Source dataset
uspto-grants-2013_02
Patent number
US08383809B2

Reaction notes

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