Methyl Bromide → HCID 178480554, compound

HRID 1444686Notes

Reaction equation

HRID 1444686 reaction equation
[CH3:1][N:2]1[C@@H:7]2[C@@H:8]3[O:10][C@@H:9]3[C@H:3]1[CH2:4][CH:5]([O:11][C:12]([C:14]([OH:25])([C:20]1[S:24][CH:23]=[CH:22][CH:21]=1)[C:15]1[S:19][CH:18]=[CH:17][CH:16]=1)=[O:13])[CH2:6]2.[CH3:26][Br:27]>C(Cl)Cl.C(#N)C>[CH3:1][N+:2]1([CH3:26])[C@@H:3]2[C@@H:9]3[O:10][C@@H:8]3[C@H:7]1[CH2:6][C@@H:5]([O:11][C:12]([C:14]([OH:25])([C:15]1[S:19][CH:18]=[CH:17][CH:16]=1)[C:20]1[S:24][CH:23]=[CH:22][CH:21]=1)=[O:13])[CH2:4]2.[OH2:10].[Br-:27]

Participants

5

Reactant 2

HCID 6323Methyl BromideHCID 29927228Scopine-2,2-dithienyl glycolate

Product 1

HCID 178480554HCID 178480554, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 6344DichloromethaneSolvent

Procedure

10.0 g (0.0265 mole) of scopine di-(2-thienyl)glycolate was dissolved in a mixture comprising 20 mL of anhydrous methylene chloride and 30 mL of anhydrous acetonitrile and treated with 12.8 g (0.1325 mole) of methyl bromide (as 50% strength solution in anhydrous acetonitrile), and the reaction mixture was allowed to stand for 24 hours at room temperature in a tightly sealed reaction vessel. Crystals were precipitated during this time. They are filtered off under suction, washed using methylene chloride and dried at 35° C. under reduced pressure. White crystals were obtained (from methanol/acetone), m.p. 217.8 C. (decomposition) after drying at 111° C. under reduced pressure.

Workup

  1. customto stand for 24 hours at room temperature in a tightly sealed reaction vessel
  2. customCrystals were precipitated during this time
  3. filtrationThey are filtered off under suction
  4. washwashed
  5. customdried at 35° C. under reduced pressure
  6. customWhite crystals were obtained (from methanol/acetone)
  7. custom(decomposition) after drying at 111° C. under reduced pressure

Sources & evidence

ORD record
ord-c7c19e6775ef4dacb774c565702faee1
Source dataset
uspto-grants-2010_02
Patent number
US07662963B2

Reaction notes

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