Imidazole → HCID 23150783, compound

HRID 908907Notes

Reaction equation

HRID 908907 reaction equation
O[CH2:2][CH2:3][CH2:4][O:5][CH2:6]/[CH:7]=[CH:8]/[C:9]1[CH:18]=[CH:17][C:12]2[O:13][CH2:14][CH2:15][O:16][C:11]=2[CH:10]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N1C=CN=C1.[I:43]I>C1(C)C=CC=CC=1>[I:43][CH2:2][CH2:3][CH2:4][O:5][CH2:6]/[CH:7]=[CH:8]/[C:9]1[CH:18]=[CH:17][C:12]2[O:13][CH2:14][CH2:15][O:16][C:11]=2[CH:10]=1

Participants

6

Reactant 4

HCID 795ImidazoleHCID 807IodineHCID 11776TriphenylphosphineHCID 23150766HCID 23150766, compound

Product 1

HCID 23150783HCID 23150783, compoundYield 193.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Following the procedure described in example 7§C, but starting from trans-2,3-dihydro-6-[3-(3-hydroxypropoxy)prop-1-en-1-yl]benzo[1,4]dioxine (280 mg), triphenylphosphine (455 mg), imidazole (114 mg) and diiodine (355 mg) in toluene (2.6 mL) affords 780 mg of trans-2,3-dihydro-6-[3-(3-iodopropoxy)prop-1-en-1-yl]benzo[1,4]dioxine as a clear oil used without further purification.

Sources & evidence

ORD record
ord-1f0ae94b6eb649fc995c94365ed2ac44
Source dataset
uspto-grants-2011_09
Patent number
US08017646B2

Reaction notes

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