Ammonium Chloride → HCID 86761086, compound

HRID 644574Notes

Reaction equation

HRID 644574 reaction equation
[C:1]([Si:5]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11](/[C:15](/[CH2:21][CH3:22])=[CH:16]/[CH:17]=[C:18](Br)Br)[CH:10]=1)([CH3:7])[CH3:6])([CH3:4])([CH3:3])[CH3:2].C([Li])CCC.[Cl-].[NH4+]>>[C:1]([Si:5]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11](/[C:15](/[CH2:21][CH3:22])=[CH:16]/[C:17]#[CH:18])[CH:10]=1)([CH3:7])[CH3:6])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 25517Ammonium ChlorideHCID 86761085HCID 86761085, compoundHCID 178418339Butyllithium

Product 1

HCID 86761086HCID 86761086, compound

Conditions

Temperature
-78 °C

Procedure

3.2 g (7.2 mmol) of tert-butyl-[3-((E)-4,4-dibromo-1-ethylbuta-1,3-dienyl)phenoxy]dimethylsilane are dissolved in 50 ml and the mixture is cooled to −78° C. 5.7 ml (14.4 mmol) of a 2.5 M solution of butyllithium are added and the medium is stirred for 2 hours, then it is treated with a saturated solution of ammonium chloride. The residue is purified by chromatography on a silica column. A yellow oil is obtained (m=1.0 g; Y=49%).

Workup

  1. customThe residue is purified by chromatography on a silica column
  2. customA yellow oil is obtained (m=1.0 g; Y=49%)

Sources & evidence

ORD record
ord-ab004dc226a7428f9a5bad4ab742c608
Source dataset
uspto-grants-2010_04
Patent number
US07700657B2

Reaction notes

Loading…