Triethylamine → HCID 178439034, compound

HRID 16052Notes

Reaction equation

[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:12])[CH3:11])[C:5]=1[N:13]1[CH2:17][C:16](=[NH:18])[N:15]([C:19]2[C:24]([CH:25]([CH3:27])[CH3:26])=[CH:23][CH:22]=[CH:21][C:20]=2[CH:28]([CH3:30])[CH3:29])[CH2:14]1)([CH3:3])[CH3:2].[Cl-:31].[Cl-].[Cl-].[CH:34]1([Ti+3:39])[CH:38]=[CH:37][CH:36]=[CH:35]1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[Cl-:31].[Cl-:31].[CH:34]1([Ti+2:39])[CH:38]=[CH:37][CH:36]=[CH:35]1.[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:12])[CH3:11])[C:5]=1[N:13]1[CH2:17][C:16](=[NH:18])[N:15]([C:19]2[C:20]([CH:28]([CH3:30])[CH3:29])=[CH:21][CH:22]=[CH:23][C:24]=2[CH:25]([CH3:27])[CH3:26])[CH2:14]1)([CH3:3])[CH3:2]

Participants

Conditions

Temperature: 4 °C

Procedure

To a suspension of 1,3-bis(2,6-diisopropylphenyl)-iminoimidazoline (2.03 g, 5.0 mmol) and cyclopentadienyltitanium trichloride (1.10 g, 5.0 mmol) in toluene (30 mL) was added triethylamine (0.8 mL, 5.7 mmol) at ambient temperature. After stirring for 1 hour, the thick yellow-orange suspension was diluted with toluene (50 mL) and ligroin (120 mL). The suspension was heated to reflux and filtered hot. Cooling to approx. 4° C. afforded yellow crystals, which were filtered and washed with cold ligroin to give 1.34 g (46% yield) of NMR pure 1,3-bis(2,6-diisopropylphenyl)-iminoimidazoline cyclopentadienyl titanium dichloride.

Workup

temperatureThe suspension was heated
temperatureto reflux
filtrationfiltered hot
customafforded yellow crystals, which
filtrationwere filtered
washwashed with cold ligroin

Sources & evidence

ORD record: ord-b1afdfd9f1f9444687c2d4ea9363ccca
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07737070B2

Reaction notes

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