Diisopropylethylamine → HCID 66782580, compound

HRID 1096965Notes

Reaction equation

HRID 1096965 reaction equation
C(N(C(C)C)CC)(C)C.[CH3:10][Si:11]([CH2:14][CH2:15][O:16][CH2:17]Cl)([CH3:13])[CH3:12].[CH2:19]([O:26][C:27]1[CH:28]=[C:29]([CH:34]=[C:35]([C:37]2[NH:41][N:40]=[N:39][N:38]=2)[CH:36]=1)[C:30]([O:32][CH3:33])=[O:31])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.O.C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl>[CH2:19]([O:26][C:27]1[CH:28]=[C:29]([CH:34]=[C:35]([C:37]2[N:41]([CH2:17][O:16][CH2:15][CH2:14][Si:11]([CH3:13])([CH3:12])[CH3:10])[N:40]=[N:39][N:38]=2)[CH:36]=1)[C:30]([O:32][CH3:33])=[O:31])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

6

Reactant 4

HCID 81531DiisopropylethylamineHCID 27242712-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 86585896Sodium bicarbonate waterHCID 178498539HCID 178498539, compound

Product 1

HCID 66782580HCID 66782580, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

With cooling with ice, diisopropylethylamine (1.5 mL) and trimethylsilylethoxymethyl chloride (1.6 mL) were added to a CHCl3 (70 mL) solution of methyl 3-benzyloxy-5-(tetrazol-5-yl)benzoate (2.32 g), and stirred at room temperature for 1 hour. Sodium bicarbonate water was added to the reaction liquid, and extracted with chloroform. The organic layer was washed with water and saturated saline water, dried with anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to obtain the title compound as a brown oil. Not purified, this was used in the next step.

Workup

  1. extractionextracted with chloroform
  2. washThe organic layer was washed with water and saturated saline water
  3. dry with materialdried with anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-7864bc44fba74fd9a6358b09cc6a6ad0
Source dataset
uspto-grants-2012_03
Patent number
US08138197B2

Reaction notes

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