Dimethylformamide → (Tetrahydro-2H-pyran-4-yl)acetyl chloride

HRID 38787

Reaction equation

HRID 38787 reaction equation
[O:1]1[CH2:6][CH2:5][CH:4]([CH2:7][C:8]([OH:10])=O)[CH2:3][CH2:2]1.CN(C)C=O.C(Cl)(=O)C([Cl:19])=O>ClCCl>[O:1]1[CH2:6][CH2:5][CH:4]([CH2:7][C:8]([Cl:19])=[O:10])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 2773575Tetrahydropyran-4-ylacetic acid

Product 1

HCID 24229747(Tetrahydro-2H-pyran-4-yl)acetyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of tetrahydro-2H-pyran-4-ylacetic acid (89 mg), N,N-dimethyl formamide (1 μL), and dichloromethane (1 mL) was added oxalylchloride (54 μL), and the mixture was stirred at room temperature for 2 hours. The reaction liquid was concentrated under reduced pressure, and then toluene (1 mL) was added thereto, followed by further concentration under reduced pressure, to obtain crude tetrahydro-2H-pyran-4-yl acetyl chloride.

Workup

  1. customThe reaction liquid
  2. concentrationwas concentrated under reduced pressure
  3. additiontoluene (1 mL) was added
  4. concentrationfollowed by further concentration under reduced pressure

Sources & evidence

ORD record
ord-555ce1cf5e494e17afab4008bd8bce25
Source dataset
uspto-grants-2013_09
Patent number
US08524727B2

Linked notes

Loading…