Cyclohexanecarbonyl chloride → HCID 18104467, compound

HRID 891835Notes

Reaction equation

HRID 891835 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) was dissolved in pyridine 5 mL. Cyclohexanoyl chloride (0.62 mL) was added and the mixture was stirred for 2 hours. The reaction mixture was poured onto hydrochloric acid (1N) and crushed ice. The aqueous mixture was extracted twice with toluene. The combined toluene extracts were concentrated in vacuo to give 1.1 g of crude N-cyclohexan-oylphenylalanine methyl ester.

Workup

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

Sources & evidence

ORD record
ord-6d094e57e4a74ed1a29a198378648775
Source dataset
uspto-grants-2006_02
Patent number
US07005141B2

Reaction notes

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