Chlorotrimethylsilane → HCID 22460028, compound

HRID 2185142Notes

Reaction equation

HRID 2185142 reaction equation
[CH2:1]([C:3]([OH:9])([CH2:6][C:7]#[CH:8])[CH2:4][CH3:5])[CH3:2].C(N(CC)CC)C.[CH3:17][Si:18]([CH3:21])([CH3:20])Cl>CN(C1C=CN=CC=1)C.ClCCl>[CH2:1]([C:3]([O:9][Si:18]([CH3:21])([CH3:20])[CH3:17])([CH2:6][C:7]#[CH:8])[CH2:4][CH3:5])[CH3:2]

Participants

6

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 124761773-Ethylhex-5-yn-3-ol

Product 1

HCID 22460028HCID 22460028, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 3-ethyl-3-hydroxy-5-hexyne (12.6 g) (WO 93/19044), triethylamine (67 ml) and DMAP (0.47 g) in dichloromethane (150 ml) was added, with stirring at 0° C., trimethylchlorosilane (38 ml), during 10 min. Stirring was continued at 0° C. for 15 min. and at 25° C. for 45 min. The reaction mixture was worked up, and the crude product was purified by distillation in vacuo to give the title compound as an oil, b.p. 83-85° C./25 mm Hg.

Workup

  1. stirringStirring
  2. distillationthe crude product was purified by distillation in vacuo

Sources & evidence

ORD record
ord-d3eca71d436348449ae16d27a3a4bb3d
Source dataset
uspto-grants-2002_06
Patent number
US06399797B1

Reaction notes

Loading…