4-Bromotoluene → HCID 67720907, compound

HRID 2293637Notes

Reaction equation

[CH3:1][C:2]1([CH3:23])[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2[CH:7]=[C:6]([CH:14]=[CH:15][CH2:16][CH:17]3[O:22][CH2:21][CH2:20][CH2:19][O:18]3)[CH:5]=[CH:4][C:3]1=2.Br[C:25]1[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][CH:26]=1.P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>>[CH3:31][C:28]1[CH:29]=[CH:30][C:25](/[C:15](=[CH:14]/[C:6]2[CH:5]=[CH:4][C:3]3[C:2]([CH3:23])([CH3:1])[CH2:11][CH2:10][C:9]([CH3:12])([CH3:13])[C:8]=3[CH:7]=2)/[CH2:16][CH:17]2[O:18][CH2:19][CH2:20][CH2:21][O:22]2)=[CH:26][CH:27]=1

Participants

Reactant 4

HCID 78054-Bromotoluene

HCID 11430Potassium Carbonate

HCID 11776Triphenylphosphine

HCID 54042416HCID 54042416, compound

Product 1

HCID 67720907HCID 67720907, compound

Procedure

1.5 g (5 mmoles) of 2-[3-(5,6,7,8-tetrahydro-5,5, 8,8-tetramethyl-2-naphthyl)-allyl]-1,3-dioxane, 850 mg (5 mmoles) of 4-bromotoluene, 25 mg (0.1 mmole) of Pd (OAc)2, 55 mg (0.2 mmole) of P(C6H5)3 and 1.4 g (10 mmoles) of potassium carbonate are heated at 180° C. for 2 hours under passage of nitrogen.

Sources & evidence

ORD record: ord-965250a7d3a846f2b3f281b8075e1bb0
Source dataset: uspto-grants-1997_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05686586

Reaction notes

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