Benzene → Proline benzyl ester

HRID 846316Notes

Reaction equation

HRID 846316 reaction equation
Cl.[NH:2]1[CH2:16][CH2:15][CH2:14][CH:3]1[C:4]([O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:5].O.C1C=CC=CC=1>C(N(CC)CC)C>[NH:2]1[CH2:16][CH2:15][CH2:14][CH:3]1[C:4]([O:6][CH2:7][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)=[O:5]

Participants

5

Reactant 3

HCID 241BenzeneHCID 962WaterHCID 308425616652-71-4

Product 1

HCID 99767Proline benzyl esterYield 96.3%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of 3.18 g of benzyl DL -prolinate hydrochloride, 3 ml of demineralized water, 25 ml of benzene and 1.34 g of triethylamine was stirred at 20° C. for one hour and the decanted organic phase was washed with water, dried and evaporated to dryness to obtain 2.6 g of benzyl DL-prolinate in the form of a colorless oil.

Workup

  1. washthe decanted organic phase was washed with water
  2. customdried
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-336e74dcd40e4091b5b8a1744d1fc611
Source dataset
uspto-grants-1992_08
Patent number
US05136050

Reaction notes

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