Silane, (chloromethyl)(4-ethoxyphenyl)dimethyl- → HCID 21275223, compound

HRID 1381850Notes

Reaction equation

HRID 1381850 reaction equation
Cl[CH2:2][Si:3]([C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH3:14])=[CH:8][CH:7]=1)([CH3:5])[CH3:4].[O:15]([C:22]1[N:27]=[C:26]([CH2:28][SH:29])[CH:25]=[CH:24][CH:23]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[CH2:13]([O:12][C:9]1[CH:10]=[CH:11][C:6]([Si:3]([CH3:5])([CH3:4])[CH2:2][S:29][CH2:28][C:26]2[CH:25]=[CH:24][CH:23]=[C:22]([O:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[N:27]=2)=[CH:7][CH:8]=1)[CH3:14]

Participants

3

Reactant 2

HCID 184717Silane, (chloromethyl)(4-ethoxyphenyl)dimethyl-HCID 14538650HCID 14538650, compound

Product 1

HCID 21275223HCID 21275223, compoundYield 82.4%

Procedure

In the manner described in Example 1, 1.8 grams (8.0 mmoles) of (chloromethyl)(4-ethoxyphenyl)dimethylsilane was reacted with 1.7 grams (8.0 mmoles) of 6-phenoxy-2-pyridine methanethiol giving 3.2 grams of a light orange oil. The product was purified on a Waters® Prep 500A liquid chromatograph (silica gel) eluting with 6 percent ethylacetate in hexane, to yield 2.7 grams of (4-ethoxyphenyl)dimethyl[(((6-phenoxy-2-pyridinyl)methyl)thio)methyl]silane as a clear oil. Analytical data for this product are shown in Table VI.

Workup

  1. customThe product was purified on a Waters® Prep 500A liquid chromatograph (silica gel)
  2. washeluting with 6 percent ethylacetate in hexane

Sources & evidence

ORD record
ord-0a69f97e34594c9886d75772cabcae94
Source dataset
uspto-grants-1989_02
Patent number
US04804653

Reaction notes

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