Methanol → HCID 23531081, compound

HRID 1663558Notes

Reaction equation

HRID 1663558 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH:6]1[O:11][C:9](=O)[CH2:8][CH2:7]1.S(Cl)([Cl:14])=O.[CH3:16][OH:17]>[Cl-].[Zn+2].[Cl-]>[CH3:16][O:17][C:9](=[O:11])[CH2:8][CH2:7][CH:6]([Cl:14])[CH2:5][CH2:4][CH2:3][CH2:2][CH3:1]

Participants

5

Reactant 3

HCID 887MethanolHCID 7710gamma-NonanolactoneHCID 24386Thionyl Chloride

Product 1

HCID 23531081HCID 23531081, compound

Reagents, catalysts & solvents 1

HCID 3007855ZincchlorideCatalyst

Procedure

To a solution of γ-nonalactone (0.32 ml, 2 mmol) in thionyl chloride (164 μl, 2.25 mmol), zinc chloride (12 mg, 0.088 mmol) is added at room temperature and the mixture is stirred for 24 h. Excess methanol is added and the reaction mixture is stirred for 10 min and then concentrated under reduced pressure to give 4-chloro-nonanoic acid methyl ester used as such.

Workup

  1. stirringthe reaction mixture is stirred for 10 min
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-678e178c57594a2fb064f335b5069e4e
Source dataset
uspto-grants-2011_10
Patent number
US08034958B2

Reaction notes

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