Aniline → 1-(1-Naphthyloxy)-8-(phenylamino)octane

HRID 2118668Notes

Reaction equation

HRID 2118668 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1.[NH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[C:11]1([O:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][NH:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 6115AnilineHCID 139572731-(1-Naphthyloxy)-8-chlorooctane

Product 1

HCID 135205561-(1-Naphthyloxy)-8-(phenylamino)octane

Procedure

7.0 Gm of 1-chloro-8-(1-naphthyloxy)octane was refluxed for 1 hour in 100 ml of aniline. The excess aniline was then removed under vacuum and the residue was distributed between methylene chloride and dilute aqueous potassium hydroxide. The organic solution was dried and evaporated, and the residue was chromatographed on silica gel, eluting with methylene chloride, so as to produce the title compound as an oil.

Workup

  1. customThe excess aniline was then removed under vacuum
  2. customThe organic solution was dried
  3. customevaporated
  4. customthe residue was chromatographed on silica gel
  5. washeluting with methylene chloride

Sources & evidence

ORD record
ord-db87d9d4332f410687cae2c37ee0796a
Source dataset
uspto-grants-1987_07
Patent number
US04680300

Reaction notes

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