1,1-Dimethylhydrazine → HCID 20156813, compound

HRID 1855621Notes

Reaction equation

HRID 1855621 reaction equation
[CH3:1][N:2]([CH3:4])[NH2:3].C(N(CC)CC)C.[C:12](Cl)(=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14]>C(OCC)C>[CH3:1][N:2]([CH3:4])[NH:3][C:12](=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14]

Participants

5

Reactant 3

HCID 59761,1-DimethylhydrazineHCID 8471TriethylamineHCID 62493Pivaloyl chloride

Product 1

HCID 20156813HCID 20156813, compoundYield 96.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A 500-mL round bottomed flask was charged with 1,1-dimethylhydrazine (3.88 mL, 50 mmol), triethylamine (7.52 mL, 53 mmol), and diethyl ether (250 mL). To this stirred solution at 0° C. was slowly added pivaloylchloride (6.28 mL, 50 mmol). The resultant white suspension was stirred at ambient temperature for 18 h. This suspension was then filtered through a sintered glass funnel to afford a colorless solution. The volatile components were then removed and the resultant white solid was sublimed at 65° C./0.05 Torr to afford LtBu,NMe2H as colorless crystals (6.95 g, 96%): mp 120-122° C.

Workup

  1. customat 0° C.
  2. filtrationThis suspension was then filtered through a sintered glass funnel
  3. customto afford a colorless solution
  4. customThe volatile components were then removed
  5. customwas sublimed at 65° C.

Sources & evidence

ORD record
ord-ad2170d9f81e4c7f8c7e822c81d2e721
Source dataset
uspto-grants-2015_02
Patent number
US08962876B2

Reaction notes

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