Benzoic Acid → 5-Benzoylamino-1-hydroxy-5,6,7,8-tetrahydro-naphthalene
Reaction equation
[C:1](O)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ON1C2C=CC=CC=2N=N1.C1(N=C=NC2CCCCC2)CCCCC1.Br.[NH2:36][CH:37]1[CH2:46][CH2:45][CH2:44][C:43]2[C:42]([OH:47])=[CH:41][CH:40]=[CH:39][C:38]1=2.C(N(CC)CC)C>O1CCCC1>[C:1]([NH:36][CH:37]1[CH2:46][CH2:45][CH2:44][C:43]2[C:42]([OH:47])=[CH:41][CH:40]=[CH:39][C:38]1=2)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
7
Reactant 5
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
50 mmol of benzoic acid and 50 mmol of 1-hydroxybenzotriazole (HOBT) are taken in 200 ml of absolute tetrahydrofuran at 0° C. 55 mmol of dicyclohexylcarbodiimide (DCC) are added under N2 and the mixture is stirred at 0° C. for 1 hour and then at room temperature for 1 hour. 50 mmol of 5-amino-1-hydroxy-5,6,7,8-tetrahydro-naphthalene hydrobromide and 50 mmol of triethylamine are added to this solution and the mixture is stirred at room temperature for 6 hours.
Workup
- waitat room temperature for 1 hour
- stirringthe mixture is stirred at room temperature for 6 hours
Sources & evidence
- ORD record
- ord-d7cfbcd809844adcbd44c75b3a3f25d9
- Source dataset
- uspto-grants-1989_09
- Patent number
- US04868331
Reaction notes
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