tert-Butyl methyl ether → HCID 67006912, compound

HRID 564150Notes

Reaction equation

HRID 564150 reaction equation
O[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][N:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]3[C:24]([CH3:25])=[CH:23][CH:22]=[CH:21][N:20]=3)=[CH:13][C:12]2=[O:26])=[CH:5][CH:4]=1.P(Br)(Br)[Br:28].C(OC)(C)(C)C>C(Cl)Cl>[Br:28][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][N:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]3[C:24]([CH3:25])=[CH:23][CH:22]=[CH:21][N:20]=3)=[CH:13][C:12]2=[O:26])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 15413tert-Butyl methyl etherHCID 24614Phosphorus tribromideHCID 670069411-[2-(4-Hydroxymethyl-phenyl)-ethyl]-4-(3-methyl-pyridin-2-ylmethoxy)-1H-pyridin-2-one

Product 1

HCID 67006912HCID 67006912, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 280 mg (0.80 mmol) 1-[2-(4-hydroxymethyl-phenyl)-ethyl]-4-(3-methyl-pyridin-2-ylmethoxy)-1H-pyridin-2-one (example 14.1a) in 8.0 mL of DCM is added 75 μL (0.80 mmol) phosphorus tribromide. The mixture is stirred 2 h at RT and tert-butylmethylether is added. The formed precipitate is collected, washed with tert-butylmethylether and dried.

Workup

  1. customThe formed precipitate is collected
  2. washwashed with tert-butylmethylether
  3. customdried

Sources & evidence

ORD record
ord-82bcde44552d4835ab885742d7e6e7c0
Source dataset
uspto-grants-2011_11
Patent number
US08067590B2

Reaction notes

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