4-Methylmorpholine → HCID 12857138, compound

HRID 1904399Notes

Reaction equation

HRID 1904399 reaction equation
[O:1]=[C:2]([CH3:10])[CH2:3][CH2:4][CH2:5][CH2:6][C:7]([OH:9])=O.CN1CCOCC1.ClC(OCC(C)C)=O.[CH2:26]([NH2:30])[CH2:27][CH2:28][CH3:29]>O1CCCC1>[CH2:26]([NH:30][C:7](=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][C:2](=[O:1])[CH3:10])[CH2:27][CH2:28][CH3:29]

Participants

6

Reactant 4

HCID 79724-MethylmorpholineHCID 8007ButylamineHCID 62365Isobutyl chloroformateHCID 988106-Oxoheptanoic acid

Product 1

HCID 12857138HCID 12857138, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared by the method described for 6-oxoheptanoic acid p-toluide (IV, n=4, Y=p-methylanilino) using the following quantities: δ-acetyl-n-valeric acid (2.5 g, 1.75 mmol), N-methylmorpholine (1.9 ml, 17.5 mmol), isobutyl chloroformate (2.25 ml, 17.5 mmol), n-butylamine (1.7 ml, 17.5 mmol), tetrahydrofuran (15 ml). Recrystallization from ethyl acetate/hexanes gave 1.3 g of the desired compound as white needles, which were pure by thin layer chromatography (95:5:3 chloroform/methanol/acetic acid, Rf =0.52) m.p. 53°-54° C.

Workup

  1. customThe title compound was prepared by the method
  2. customRecrystallization from ethyl acetate/hexanes

Sources & evidence

ORD record
ord-3898335a713f419db6a580dea7b54d9d
Source dataset
uspto-grants-1989_06
Patent number
US04837305

Reaction notes

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