Carbon tetrabromide → HCID 131733157, compound

HRID 1525802Notes

Reaction equation

HRID 1525802 reaction equation
[CH2:1](O)[C:2]#[C: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].C(Br)(Br)(Br)[Br:21].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>ClCCl>[Br:21][CH2:1][C:2]#[C: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 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 2825194HCID 2825194, compound

Product 1

HCID 131733157HCID 131733157, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Thereto, 2-octadecyn-1-ol (510 mg) was dissolved in dichloromethane (20 mL) and carbontetrabromide (960 mg) and triphenylphosphine (660 mg) were added at 0° C., followed by stirring at room temperature for 2 hours. The reaction solution was concentrated under reduced pressure and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate-99:1→95:5) to obtain the title compound (630 mg) having the following physical property values.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customthe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate-99:1→95:5)

Sources & evidence

ORD record
ord-2071fd984f6f49cc8ba9c4c5074df832
Source dataset
uspto-grants-2015_07
Patent number
US09085523B2

Reaction notes

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