1-Chloro-3-iodobenzene → HCID 19605228, compound

HRID 1603667Notes

Reaction equation

HRID 1603667 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4](I)[CH:5]=[CH:6][CH:7]=1.[CH2:9]([OH:15])[CH2:10][CH2:11][CH2:12][C:13]#[CH:14]>C(N(CC)CC)C.[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:14][CH2:13][CH2:12][CH2:11][C:10]#[C:9][OH:15])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 122691-Chloro-3-iodobenzeneHCID 702345-Hexyn-1-ol

Product 1

HCID 19605228HCID 19605228, compound

Reagents, catalysts & solvents 2

HCID 11979704Tetrakis(triphenylphosphine)palladiumCatalystHCID 8471TriethylamineSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 3-chloroiodobenzene (14.3 g, 60 mmol), tetrakis(triphenylphosphine) palladium (2.1 g, 1.8 mmol) and 5-hexyn-1-ol (5.9 g, 60 mmol) in triethylamine (120 ml) was stirred at 25° C. for 3H and partitioned between water and ether. The

Workup

  1. custompartitioned between water and ether

Sources & evidence

ORD record
ord-85ba4a580d8f4dc287c23dc6ed4c11d6
Source dataset
uspto-grants-1999_11
Patent number
US05990102

Reaction notes

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