Hydrochloric Acid → HCID 54457196, compound

HRID 2351864Notes

Reaction equation

HRID 2351864 reaction equation
[N+:1]([C:4]1[CH:19]=[CH:18][C:7]([CH2:8][CH:9]([C:16]#[N:17])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)([O-])=O.[Sn].Cl>C(O)C>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][CH:9]([C:16]#[N:17])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:18][CH:19]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 2749094HCID 2749094, compoundHCID 5352426Tin atom

Product 1

HCID 54457196HCID 54457196, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Analogous to this formula, 5.8 g=95.1% of the theoretical yield or 2.4 g=80.0% of the theoretical yield of 4-aminobenzyl-benzylcyanide is prepared from 7.0 g or 3.4 g of 4-nitrobenzyl-benzylcyanide, with 6.1 or 3.0 g of tin, 95.4 ml or 46.3 ml of ethanol and 27.7 ml or 13.5 ml of hydrochloric acid, 32%. The two raw products are combined and chromatographed (silica gel 0.063-0.2 mm, developing agent diethyl ether: petroleum ether--2:1).

Workup

  1. customAnalogous to this formula, 5.8 g=95.1% of the theoretical yield
  2. customchromatographed (silica gel 0.063-0.2 mm, developing agent diethyl ether: petroleum ether--2:1)

Sources & evidence

ORD record
ord-6b1d7d841d384b8c996dcb56d8e6a78b
Source dataset
uspto-grants-1989_10
Patent number
US04874763

Reaction notes

Loading…