Butanal → 1-{2-Chloro-4-[2-(N-pyrrolidinyl)ethoxy]-phenyl}-2-methylene-1-butanone

HRID 66610Notes

Reaction equation

HRID 66610 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH2:10][N:11]([CH2:14][CH3:15])[CH2:12][CH3:13])[CH:5]=[CH:4][C:3]=1[C:16](=[O:21])[C:17](=[CH2:20])[CH2:18][CH3:19].C(=O)CCC>>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH2:10][N:11]2[CH2:12][CH2:13][CH2:15][CH2:14]2)[CH:5]=[CH:4][C:3]=1[C:16](=[O:21])[C:17](=[CH2:20])[CH2:18][CH3:19]

Participants

3

Reactant 2

HCID 261ButanalHCID 130523721-[2-Chloro-4-(2-diethylaminoethoxy)phenyl]-2-methylene-1-butanone

Product 1

HCID 130523731-{2-Chloro-4-[2-(N-pyrrolidinyl)ethoxy]-phenyl}-2-methylene-1-butanone

Procedure

This compound is prepared by essentially the same procedure as described in Example 1 Step B except that the 1-{2-chloro-4-(2-diethylaminoethoxy)phenyl}-1-butanone of Example 1 Step B is replaced by an equimolecular quantity of 1-{2-chloro-4-[2-N-pyrrolidinyl)ethoxy]phenyl}-1-butanone. The product is obtained as a yellow oil upon distillation in vacuo (0.3 mm.).

Workup

  1. customThis compound is prepared by essentially the same procedure
  2. customThe product is obtained as a yellow oil upon distillation in vacuo (0.3 mm.)

Sources & evidence

ORD record
ord-75af54ed13964304a916fe81b796350b
Source dataset
uspto-grants-1982_08
Patent number
US04342782

Reaction notes

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