Allyl iodide → HCID 68557248, compound

HRID 383905Notes

Reaction equation

[Br:1][C:2]1[C:11]2[O:12][CH2:13][O:14][C:10]=2[C:9]2[N:8]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:7]([CH3:23])([CH3:22])[C:6](=[O:24])[CH:5]([CH3:25])[C:4]=2[CH:3]=1.Br[C:27]1C=C2C(=C3CCC[C:36]=13)N(C(OC(C)(C)C)=O)C(C)(C)C(=O)C2C.[CH2:51](I)C=C>>[CH2:25]([C:5]1([CH3:51])[C:4]2[CH:3]=[C:2]([Br:1])[C:11]3[O:12][CH2:13][O:14][C:10]=3[C:9]=2[N:8]([C:15]([O:17][C:18]([CH3:19])([CH3:21])[CH3:20])=[O:16])[C:7]([CH3:23])([CH3:22])[C:6]1=[O:24])[CH:27]=[CH2:36]

Participants

Reactant 3

HCID 11166Allyl iodide

HCID 59233346HCID 59233346, compound

HCID 68560033HCID 68560033, compound

Product 1

HCID 68557248HCID 68557248, compoundYield 100%

Procedure

Using tert-butyl 4-bromo-6,8,8-trimethyl-6,7,8,9-tetrahydro-[1,3]dioxolo[4,5-h]quinolin-7-one-9-carboxylate (500 mg) obtained in Example 68, 10) instead of tert-butyl 6-bromo-2,2,4-trimethyl-2,3,4,7,8,9-hexahydro-1H-cyclopenta[h]quinolin-3-one-1-carboxylate of Example 1, 8), allyl iodide instead of iodomethane of Example 1, 8) and according to a similar method, the title compound (584 mg, 100%) was obtained.

Sources & evidence

ORD record: ord-ec630f2d2b564a00bc2459530118cc1c
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08367695B2

Reaction notes

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