3-Iodophenol → HCID 22241268, compound

HRID 892214Notes

Reaction equation

HRID 892214 reaction equation
[H-].[Na+].[I:3][C:4]1[CH:5]=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1.[CH3:11][O:12][CH2:13][CH2:14][O:15][CH2:16]Cl.CN1C(=O)N(C)CCC1>C1COCC1>[CH3:11][O:12][CH2:13][CH2:14][O:15][CH2:16][O:10][C:6]1[CH:5]=[C:4]([I:3])[CH:9]=[CH:8][CH:7]=1

Participants

6

Reactant 4

HCID 122723-IodophenolHCID 24758Sodium hydrideHCID 775901-(Chloromethoxy)-2-methoxyethaneHCID 816462(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-

Product 1

HCID 22241268HCID 22241268, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

To a suspension of 60% sodium hydride (1.76 g, 44 mmol) in THF (10 mL), cooled to 0° C., is added 3-iodophenol (8.8 g, 40 mmol) and methoxyethoxymethyl chloride (5 mL, 44 mmol) in THF (50 mL). Then DMPU (10 mL) is added, the cooling bath is removed and the reaction is stirred for an hour. The reaction is diluted with ether, washed with water and brine and the organic layer dried over magnesium sulfate. The solvent is removed in vacuo to give the title compound.

Workup

  1. customthe cooling bath is removed
  2. additionThe reaction is diluted with ether
  3. washwashed with water and brine
  4. dry with materialthe organic layer dried over magnesium sulfate
  5. customThe solvent is removed in vacuo

Sources & evidence

ORD record
ord-c5a19ed4513c4d0b80ce3ee5bab17d79
Source dataset
uspto-grants-2006_02
Patent number
US07005440B1

Reaction notes

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