Dimethylamine → HCID 21416502, compound

HRID 442066Notes

Reaction equation

HRID 442066 reaction equation
[CH3:1][NH:2][CH3:3].Cl[CH2:5][C:6]([CH:8]1[CH2:13][CH:12]2[CH2:14][CH:9]1[CH:10]=[CH:11]2)=[O:7]>CCOCC>[CH3:1][N:2]([CH2:5][C:6]([CH:8]1[CH2:13][CH:12]2[CH2:14][CH:9]1[CH:10]=[CH:11]2)=[O:7])[CH3:3]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 125849501-(Bicyclo[2.2.1]hept-5-en-2-yl)-2-chloroethan-1-one

Product 1

HCID 21416502HCID 21416502, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 3.5 g (5.2 ml; 0.078 mole) of dimethylamine in 40 ml of ether at -15° was added 6.5 g (0.038 mole) of 5-chloroacetyl-2-norbornene. The reaction mixture was stirred for 7 hr. at 0° (ice bath) and then allowed to warm to room temperature overnight. The solid dimethylamine hydrochloride was removed by filtration and the ether was removed at reduced pressure to give 6.1 g (89%) of crude product. Distillation gave product bp 83°-90°/0.8 mm.

Workup

  1. customat 0°
  2. customThe solid dimethylamine hydrochloride was removed by filtration
  3. customthe ether was removed at reduced pressure
  4. customto give 6.1 g (89%) of crude product
  5. distillationDistillation

Sources & evidence

ORD record
ord-bbe4504d8f3447c79e1d0ae3dc2e2739
Source dataset
uspto-grants-1977_08
Patent number
US04044054

Reaction notes

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