Water → HCID 23505371, compound

HRID 468219Notes

Reaction equation

HRID 468219 reaction equation
[CH2:1]([Si:19]([CH3:22])(Cl)Cl)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[OH2:23].C(N(CC)CC)C.C([O:33]CC)C>>[CH2:1]([Si:19]([CH3:22])([OH:33])[OH:23])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

5

Reactant 4

HCID 962WaterHCID 3283Diethyl Ether2×HCID 8471TriethylamineHCID 78835Dichloro(methyl)octadecylsilane

Product 1

HCID 23505371HCID 23505371, compound

Procedure

The procedure is more specifically as follows. Octadecylmethyldichlorosilane [CAS No. 5157-75-5] (1500 g, i.e. 4.08 mol) in solution in anhydrous diethyl ether (250 mL) is added dropwise (90 min) to a mixture of water (345 g), triethylamine (1138 g) and diethyl ether (29 L) kept at a temperature between −2° C. and 6° C. The mixture is then stirred for 2 h at a temperature between 0° C. and 5° C. The precipitate formed is filtered, washed successively with 6 L of demineralized water, then 3 times with 4 L of demineralized water. The solid obtained is dried in the open air until it reaches a constant mass. Octadecylmethyldihydroxysilane or octadecylmethylsilanediol (1226 g) is thus obtained in the form of a white solid having a melting point of 87° C. with a yield of 91%, NMR analysis furthermore confirming the structure of the product obtained with a molar purity of 95%.

Workup

  1. customkept at a temperature between −2° C. and 6° C
  2. customThe precipitate formed
  3. filtrationis filtered
  4. washwashed successively with 6 L of demineralized water
  5. customThe solid obtained
  6. customis dried in the open air until it

Sources & evidence

ORD record
ord-57f72a256ed14a8c9fc099b0bcd90dab
Source dataset
uspto-grants-2014_01
Patent number
US08623937B2

Reaction notes

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