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Hydrochloric Acid → 4-(Benzyloxy)benzene-1,2-diamine

HRID 1679454
Notes
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Reaction equation

HRID 1679454 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:4][C:3]=1[N+:16]([O-])=O.Cl.[OH-].[NH4+]>[Fe].CO>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:4][C:3]=1[NH2:16]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 2614974-Benzyloxy-2-nitroaniline

Product 1

HCID 131622394-(Benzyloxy)benzene-1,2-diamine

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 887MethanolSolvent
On this pageParticipantsProcedureWorkupSources & evidenceReaction notes

Procedure

2.44 G. of 1-amino-4-benzyloxy-2-nitrobenzene is stirred in 100 ml. methanol and 100 ml. 20% hydrochloric acid with 1.0 g. iron powder at room temperature. After two hours, the mixture is poured into excess ammonium hydroxide solution, the residue extracted with chloroform, filtered under nitrogen, dried over magnesium sulfate, filtered once again, and evaporated to dryness to give 1,2-diamino-4-benzyloxybenzene.

Workup

  1. customat room temperature
  2. extractionthe residue extracted with chloroform
  3. filtrationfiltered under nitrogen
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered once again
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-ba2497dcee00408e8a8915085b5eae18
Source dataset
uspto-grants-1978_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04080461

Reaction notes

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