Water → HCID 178515000, compound

HRID 1721414Notes

Reaction equation

HRID 1721414 reaction equation
[C:1]([N:6]1[C:10](=[O:11])[C:9]2=[CH:12][CH:13]=[CH:14][CH:15]=[C:8]2[C:7]1=[O:16])(OCC)=O.NC[C@H:19]1[CH2:24][CH2:23][C@H:22]([C:25]([OH:27])=[O:26])[CH2:21][CH2:20]1.C(N(CC)CC)C.O>C1COCC1.CC(O)=O>[C:25]([C@H:22]1[CH2:23][CH2:24][C@H:19]([CH2:1][N:6]2[C:7](=[O:16])[C:8]3=[CH:15][CH:14]=[CH:13][CH:12]=[C:9]3[C:10]2=[O:11])[CH2:20][CH2:21]1)([OH:27])=[O:26]

Participants

7

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 31187N-CarbethoxyphthalimideHCID 178511262HCID 178511262, compound

Product 1

HCID 178515000HCID 178515000, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

N-carboethoxyphthalimide (21.9 g, 0.10 mol), trans-4-(aminomethyl)cyclohexane carboxylic acid (15.7 g, 0.10 mol) and triethylamine (14 mL) were stirred in 100 mL THF and the mixture refluxed 18 h. The nearly clear solution was poured into 400 ml water containing 10 mL glac. HOAc with rapid stirring and the precipitated product collected by suction and dried in a vacuum oven at 80° C., mp 190°-192°.

Workup

  1. temperaturethe mixture refluxed 18 h
  2. customthe precipitated product collected by suction
  3. customdried in a vacuum oven at 80° C.

Sources & evidence

ORD record
ord-0631de1157a543c6a093a6b335780b5b
Source dataset
uspto-grants-1996_04
Patent number
US05510369

Reaction notes

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