Cyclopropanecarbonyl chloride → HCID 19972774, compound

HRID 1452313Notes

Reaction equation

HRID 1452313 reaction equation
[OH:1][C:2]1[C:12]([C:13](=[O:16])[CH2:14][CH3:15])=[CH:11][CH:10]=[CH:9][C:3]=1[C:4]([O:6][CH2:7]C)=[O:5].[CH:17]1([C:20](Cl)=[O:21])[CH2:19][CH2:18]1>>[CH:17]1([C:20]([O:1][C:2]2[C:12]([C:13](=[O:16])[CH2:14][CH3:15])=[CH:11][CH:10]=[CH:9][C:3]=2[C:4]([O:6][CH3:7])=[O:5])=[O:21])[CH2:19][CH2:18]1

Participants

3

Reactant 2

HCID 77637Cyclopropanecarbonyl chlorideHCID 10944050HCID 10944050, compound

Product 1

HCID 19972774HCID 19972774, compound

Procedure

This compound was prepared in 2 steps. The first step was carried out according to the procedure of Intermediate CXXVII starting from ethyl 2-hydroxy-3-propionylbenzoate instead of methyl 2-hydroxy-3-propionylbenzoate and from cyclopropylcarbonyl chloride (prepared as described by G. B. Payne et al., J. Org. Chem. 22, 1680 (1957)) instead of 2-phenylbenzoyl chloride. The reaction was carried for 2 hours at 80° C. After cooling, to room temperature, the mixture was concentrated (in vacuo) to a small volume and added to water. The crude methyl 2-cyclopropylcarbonyloxy-3-propionylbenzoate so obtained was used for the second step without further purification.

Workup

  1. customThis compound was prepared in 2 steps
  2. concentrationthe mixture was concentrated (in vacuo) to a small volume
  3. additionadded to water

Sources & evidence

ORD record
ord-1deba229603340a08f9f7b2a98dfe3b8
Source dataset
uspto-grants-1997_02
Patent number
US05605896

Reaction notes

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