Methyl iodide → HCID 19898683, compound

HRID 1196563Notes

Reaction equation

HRID 1196563 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH:21]=[O:22].[CH3:23][Mg]I.[Mg].IC>C(OCC)C>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH:21]([OH:22])[CH3:23]

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 5462224MagnesiumHCID 19898624HCID 19898624, compoundHCID 178418373HCID 178418373, compound

Product 1

HCID 19898683HCID 19898683, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

10-(2-Quinolinyloxy)decan-1-al (3.5 g) in dry diethyl ether (15 ml was treated with methyl magnesium iodide in dry ether (2 ml) prepared from magnesium (0.29 g) and iodomethane (0.75 ml). After quenching with satd. aqueous ammonium chloride the reaction was worked-up in the usual manner and the crude product purified by column chromatography on silica (8:2, hexane:ether) to give 11-(2-quinolinyloxy)undecan-2-ol (1.24 g).

Workup

  1. customAfter quenching with satd
  2. customthe crude product purified by column chromatography on silica (8:2, hexane:ether)

Sources & evidence

ORD record
ord-7c46134a200a4442932e0b21cc66d72f
Source dataset
uspto-grants-1992_05
Patent number
US05114940

Reaction notes

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