Sodium Hydroxide → 4-(Chloromethyl)-2-(3-methoxyphenyl)-5-methyl-1,3-oxazole

HRID 1169819Notes

Reaction equation

HRID 1169819 reaction equation
Cl.[Cl:2][CH2:3][C:4]1[N:5]=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=2)[O:7][C:8]=1[CH3:9].[OH-].[Na+]>O.ClCCl>[Cl:2][CH2:3][C:4]1[N:5]=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=2)[O:7][C:8]=1[CH3:9]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 11694729HCID 11694729, compound

Product 1

HCID 116947304-(Chloromethyl)-2-(3-methoxyphenyl)-5-methyl-1,3-oxazole

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 6344DichloromethaneSolvent

Procedure

10.1 g (0.037 mol) of 4-chloromethyl-2-(3-methoxyphenyl)-5-methyloxazole hydrochloride were suspended in 100 ml of water and 75 ml of dichloromethane. With stirring, a pH of 12 was established in the water phase with 45 ml (0.023 mol) of aqueous sodium hydroxide solution. Subsequently, the phases were separated and the aqueous phase was discarded. The organic phase was concentrated by distillation completely under reduced pressure. The remaining oil crystallized through after the addition of seed crystals.

Workup

  1. customSubsequently, the phases were separated
  2. concentrationThe organic phase was concentrated by distillation completely under reduced pressure
  3. customThe remaining oil crystallized through
  4. additionafter the addition of seed crystals

Sources & evidence

ORD record
ord-925105973fbb406ebfafffc0fe587ede
Source dataset
uspto-grants-2010_11
Patent number
US07825144B2

Reaction notes

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