Tributylamine → HCID 54130167, compound

HRID 1602711Notes

Reaction equation

C(N(CCCC)CCCC)CCC.I[C:15]1[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][C:16]=1[O:25][CH2:26][C:27]([C:34]1[CH:43]=[CH:42][C:41]2[C:40]([CH3:45])([CH3:44])[CH2:39][CH2:38][C:37]([CH3:47])([CH3:46])[C:36]=2[CH:35]=1)=[CH:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]>C(#N)C.C([O-])(=O)C.C([O-])(=O)C.[Pd+2]>[CH3:44][C:40]1([CH3:45])[CH2:39][CH2:38][C:37]([CH3:46])([CH3:47])[C:36]2[CH:35]=[C:34]([C:27]3([CH2:28][CH:29]=[CH:30][CH2:31][CH2:32][CH3:33])[C:15]4[CH:24]=[CH:23][C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][C:16]=4[O:25][CH2:26]3)[CH:43]=[CH:42][C:41]1=2

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of tributylamine (0.28 ml, 1.16 mmol), palladium diacetate (24 mg, 0.1 mmol) and methyl 4-iodo-3-[2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-2-octenyloxy]benzoate (610 mg, 1.06 mmol) in acetonitrile (15 ml) is heated at 80° C. for 24 h. The reaction medium is concentrated on a rotary evaporator under vacuum at 40° C. and then treated with 20 ml of water and ethyl ether. After separation of the phases by settling, the organic phase is washed twice with 20 ml of water, dried over magnesium sulphate and concentrated on a rotary evaporator under vacuum at 40° C.

Workup

concentrationThe reaction medium is concentrated on a rotary evaporator under vacuum at 40° C.
additiontreated with 20 ml of water and ethyl ether
customAfter separation of the phases
washthe organic phase is washed twice with 20 ml of water
dry with materialdried over magnesium sulphate
concentrationconcentrated on a rotary evaporator under vacuum at 40° C.

Sources & evidence

ORD record: ord-fa4ce12b07fd4e08897e0be10b873113
Source dataset: uspto-grants-1999_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05981776

Reaction notes

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