Ammonium Chloride → HCID 10496387, compound

HRID 983771Notes

Reaction equation

[CH2:1]([Li])[CH2:2][CH2:3][CH3:4].[CH2:6]([C:9]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]I)([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:7]=[CH2:8].[Cl-].[NH4+]>[Cu](I)I.C1COCC1>[CH2:6]([C:9]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:1][CH2:2][CH2:3][CH3:4])([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:7]=[CH2:8]

Participants

Conditions

Temperature: 0 °C

Procedure

To a THF suspension (2.1 ml) containing copper iodide (0.228 g, 1.2 mmol) was added dropwise at −10° C. butyl lithium (2.4 mmol in 0.88 ml of 2.68M hexane solution). The reaction liquid was heated to 0° C. over 30 minutes and then given diethyl allyl(5-iodopentyl)malonate (0.40 g, 1 mmol), followed by stirring at 0° C. for 5 hours. After addition of a saturated aqueous solution of ammonium chloride, the reaction product was purified as in Referential Example 1. Thus there was obtained 0.234 g of diethyl allyl(nonyl)malonate (yields: 75%). Characteristic Values of diethyl allyl(nonyl)malonate

Workup

customThe reaction liquid
customthe reaction product was purified as in Referential Example 1

Sources & evidence

ORD record: ord-8c5d3c08c3e24f09a4e9bb4b17d983f0
Source dataset: uspto-grants-2005_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06867161B1

Reaction notes

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