Cyclohexanecarbonyl chloride → HCID 18104467, compound

HRID 1371258Notes

Reaction equation

HRID 1371258 reaction equation
[CH3:1][O:2][C:3](=[O:13])[C@H:4]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[NH2:5].[CH:14]1([C:20](Cl)=[O:21])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>N1C=CC=CC=1>[CH3:1][O:2][C:3](=[O:13])[C@H:4]([CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[NH:5][C:20]([CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1)=[O:21]

Participants

4

Reactant 2

HCID 75938Cyclohexanecarbonyl chlorideHCID 736234L-Phenylalanine, methyl ester

Product 1

HCID 18104467HCID 18104467, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Phenylalanine methyl ester (1 g., 0.0046 moles) is dissolved in pyridine 5 mL. Cyclohexanoyl chloride (0.62 mL) is added and the mixture is stirred for 2 hours. The reaction mixture is poured onto hydrochloric acid (IN) and crushed ice. The aqueous mixture is extracted twice with toluene. The combined toluene extracts are concentrated in vacuo to give 1.1 g of crude N-cyclohexanoylphenylalanine methyl ester.

Workup

  1. additionThe reaction mixture is poured onto hydrochloric acid (IN)
  2. customcrushed ice
  3. extractionThe aqueous mixture is extracted twice with toluene
  4. concentrationThe combined toluene extracts are concentrated in vacuo

Sources & evidence

ORD record
ord-2e07f1292ef643a2b5be99e86f388825
Source dataset
uspto-grants-2007_01
Patent number
US07157426B2

Reaction notes

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