HCID 68826716, compound → HCID 57565080, compound

HRID 1726863Notes

Reaction equation

HRID 1726863 reaction equation
C[CH:2]([CH2:16][CH:17]=[CH2:18])[C:3]([CH2:12][CH2:13]CC)([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:4]#[N:5]>ClCCl>[C:6]1([C:3]2([C:4]#[N:5])[CH2:2][CH2:16][CH:17]=[CH:18][CH2:13][CH2:12]2)[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

3

Reactant 1

HCID 68826716HCID 68826716, compound

Product 1

HCID 57565080HCID 57565080, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of methyl 2-butyl-2-phenylhex-5-enenitrile (733 mg, step A) in dichloromethane (65 mL) was added benzylidene-bis(tricyclhexylphosphine) dichlororuthenium (134 mg) and the resulting suspension was heated under reflux for 1 h. The solvent was removed in vacuo to give the title compound. The crude product was used for the reduction to the aldehyde without purification. 1H NMR (400 MHz, CDCl3) δ 1.93 (2H, t, J=12.4 Hz), 2.11 (2H, m), 2.30 (2H, m), 2.57 (2H, t, J=12.0 Hz), 5.91 (2H, m), 7.38 (5H, m).

Workup

  1. temperaturethe resulting suspension was heated
  2. temperatureunder reflux for 1 h
  3. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-9a49546eb7f24161a2b72b7aa0e3b8f8
Source dataset
uspto-grants-2009_02
Patent number
US07494986B2

Reaction notes

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