1,2-Dibromoethane → HCID 20466799, compound

HRID 1903745Notes

Reaction equation

HRID 1903745 reaction equation
[CH2:1]([CH:13]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[CH:17]=1)[C:14]#[N:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[Br:26][CH2:27][CH2:28]Br.C([N-]C(C)C)(C)C.[Li+]>C1(C)C=CC=CC=1>[CH2:1]([C:13]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[C:18]([O:24][CH3:25])[CH:17]=1)([CH2:28][CH2:27][Br:26])[C:14]#[N:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

5

Reactant 3

HCID 78391,2-DibromoethaneHCID 2724682Lithium diisopropylamideHCID 20466737HCID 20466737, compound

Product 1

HCID 20466799HCID 20466799, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

45.2 g (0.1 mole) of α-(n-dodecyl)-α-(2-bromoethyl)-3,4-dimethoxyphenyl-acetonitrile (obtained by condensation of α-dodecyl-3,4-dimethoxy-phenylacetonitrile with 1,2-dibromoethane in toluene solution in the presence of lithium diisopropylamide) and 41.8 g of β-(N-ethyl)-3,4-dimethoxyphenethylamine were heated at 150° C. in an oilbath for two hours. 250 ml of toluene were added while the mixture was still hot and the precipitate of β-(N-ethyl)-3,4-dimethoxy-phenethylamine hydrobromide which separated out was filtered off with suction.

Sources & evidence

ORD record
ord-4c3179c3e38b4a9885416bd89a09974f
Source dataset
uspto-grants-1984_03
Patent number
US04438131

Reaction notes

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