Triethylamine → HCID 22345596, compound

HRID 584317Notes

Reaction equation

HRID 584317 reaction equation
[CH2:1]([C:3]1([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[C:19]([CH3:20])=[CH:18][CH:17]=[C:16](/[CH:21]=[CH:22]\[C:23]4[CH:24]=[C:25]([C:33]([O:35][CH3:36])=[O:34])[C:26](=[CH:31][CH:32]=4)[C:27]([O:29][CH3:30])=[O:28])[CH:15]=3)=[C:10]([CH2:37][CH2:38][CH3:39])[CH:9]=2)[O:7][CH2:6][CH2:5][O:4]1)[CH3:2].C(OCC)(=O)C.C(N(CC)CC)C>CO>[CH2:1]([C:3]1([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[C:19]([CH3:20])=[CH:18][CH:17]=[C:16]([CH2:21][CH2:22][C:23]4[CH:24]=[C:25]([C:33]([O:35][CH3:36])=[O:34])[C:26](=[CH:31][CH:32]=4)[C:27]([O:29][CH3:30])=[O:28])[CH:15]=3)=[C:10]([CH2:37][CH2:38][CH3:39])[CH:9]=2)[O:4][CH2:5][CH2:6][O:7]1)[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 69792352dimethyl 4-{(Z)-2-[4'-(2-ethyl[1,3]dioxolan-2-yl)-6-methyl-2'-propylbiphenyl-3-yl]vinyl}phthalate

Product 1

HCID 22345596HCID 22345596, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

700 mg (1.3 mmol) of dimethyl 4-{(Z)-2-[4′-(2-ethyl[1,3]dioxolan-2-yl)-6-methyl-2′-propylbiphenyl-3-yl]vinyl}phthalate are placed in 15 ml of methanol, 15 ml of ethyl acetate and 1 ml of triethylamine in a reactor. The reaction medium is degassed and 100 mg of palladium-on-charcoal (10%) and hydrogen to a pressure of 3.5 bar at 80° C. are added. The reaction medium is filtered and evaporated to give 640 mg (93%) of the expected product in the form of an oil.

Workup

  1. customThe reaction medium is degassed
  2. addition100 mg of palladium-on-charcoal (10%) and hydrogen to a pressure of 3.5 bar at 80° C. are added
  3. filtrationThe reaction medium is filtered
  4. customevaporated

Sources & evidence

ORD record
ord-12653ca7e90d47a18dcad1b475b8cba1
Source dataset
uspto-grants-2005_08
Patent number
US06924400B2

Reaction notes

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