Butylamine → HCID 178448795, compound

HRID 386979Notes

Reaction equation

HRID 386979 reaction equation
[CH2:1]([NH2:5])[CH2:2][CH2:3][CH3:4].[C:6]1([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C:13]=2[NH:24][C:25]2[C:26](=O)[CH2:27][CH2:28][CH2:29][CH:30]=2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C1(C)C=CC=CC=1.[Ti](Cl)(Cl)(Cl)Cl>[CH2:1](/[N:5]=[C:26]1\[CH2:27][CH2:28][CH2:29][CH:30]=[C:25]\1[NH:24][C:13]1[C:14]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[CH:15][CH:16]=[CH:17][C:12]=1[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 2

HCID 8007ButylamineHCID 58409399HCID 58409399, compound

Product 1

HCID 178448795HCID 178448795, compoundYield 94.2%

Reagents, catalysts & solvents 2

HCID 24193Titanium TetrachlorideCatalystHCID 1140TolueneSolvent3×

Procedure

Follow a procedure similar to that of Preparation 2 except use n-butylamine (0.53 mL, 5.3406 mmol); toluene (7.0 mL); a solution of titanium(IV) chloride (0.1006 g, 0.5303 mmol) in toluene (3.0 mL); stir the resulting solution for 1 hour; then add a solution of 2-((1,1′:3′,1″-terphenyl)-2′-ylamino)-2-cyclohexen-1-one (0.3062 g, 0.9021 mmol, Preparation 7) in toluene (2.0 mL); toluene rinse (1.0 mL); to afford after isolation 0.3352 g (94.18%) of the product (J) as a brown oil.

Workup

  1. customof Preparation 2
  2. washtoluene rinse (1.0 mL)

Sources & evidence

ORD record
ord-9b9a913ee2ff4bfba665a061bfd4acd8
Source dataset
uspto-grants-2013_02
Patent number
US08372927B2

Reaction notes

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