Triethylamine → HCID 20539557, compound

HRID 1065633

Reaction equation

HRID 1065633 reaction equation
[C:1]1([C:7]2[CH:25]=[CH:24][C:10]([O:11][CH:12]([N:19]3[CH:23]=[N:22][CH:21]=[N:20]3)[CH:13]([OH:18])[C:14]([CH3:17])([CH3:16])[CH3:15])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:26]([Si:28]([CH2:32][CH3:33])([CH2:30][CH3:31])Cl)[CH3:27].C(N(CC)CC)C>C1COCC1.CN(C)C1C=CN=CC=1>[C:1]1([C:7]2[CH:8]=[CH:9][C:10]([O:11][CH:12]([N:19]3[CH:23]=[N:22][CH:21]=[N:20]3)[CH:13]([O:18][Si:28]([CH2:32][CH3:33])([CH2:30][CH3:31])[CH2:26][CH3:27])[C:14]([CH3:17])([CH3:16])[CH3:15])=[CH:24][CH:25]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 13819ChlorotriethylsilaneHCID 91656Bitertanol

Product 1

HCID 20539557HCID 20539557, compoundYield 40.7%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
45 °C

Procedure

5.5 g of 1-p-phenylphenoxy-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-ol is dissolved in 25 ml of THF. 2.9 g of triethylchlorosilane and 0.2 g of 4-dimethylaminopyridine are added under a nitrogen blanket. The mixture is heated to 45° C., and 3.3 g of triethylamine is added in portions. After the mixture has been stirred for 14 hours at from 40° to 50° C. it is cooled to room temperature, undissolved matter is filtered off, and the filtrate is concentrated. The product is further purified either by adding petroleum ether, followed by filtration and concentration, or by gel filtration (SiO2, CHCl3). There is obtained 3 g of 1-p-phenylphenoxy-3,3-dimethyl-2-triethylsiloxy-1-(1,2,4-triazol-1-yl)-butane.

Workup

  1. temperatureis cooled to room temperature
  2. filtrationundissolved matter is filtered off
  3. concentrationthe filtrate is concentrated
  4. customThe product is further purified either
  5. additionby adding petroleum ether
  6. filtrationfollowed by filtration and concentration
  7. filtrationby gel filtration (SiO2, CHCl3)

Sources & evidence

ORD record
ord-2f9a22956e5947f0a32bdb954971dfd7
Source dataset
uspto-grants-1982_05
Patent number
US04330535

Linked notes

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