CID 406 → HCID 69517079, compound

HRID 1836187Notes

Reaction equation

HRID 1836187 reaction equation
P(=O)([O-])[O-:2].C([N-][CH:9]([CH3:11])C)(C)C.[Li+].[Cl:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20]1([CH:23]=O)[CH2:22][CH2:21]1.[OH2:25].[O:26]1[CH2:30][CH2:29][CH2:28][CH2:27]1>>[CH2:9]([O:25][C:28](=[O:2])[C:27]([O:26][CH2:30][CH3:29])=[CH:23][C:20]1([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[Cl:13])[CH2:21][CH2:22]1)[CH3:11]

Participants

6

Reactant 5

HCID 406CID 406HCID 962WaterHCID 8028Tetrahydrofuran2×HCID 2724682Lithium diisopropylamideHCID 21908405HCID 21908405, compound

Product 1

HCID 69517079HCID 69517079, compound

Conditions

Temperature
0 °C

Procedure

14.3 g of phosphonate in 40 ml of tetrahydrofuran is mixed at 0° C. with 29 ml of lithium diisopropylamide. It is stirred for 20 more minutes at 0° C. 9.7 g of 1-(2-chlorophenyl)-1-cyclopropane carbaldehyde in 40 ml of tetrahydrofuran is added in drops. After 24 hours at room temperature, it is mixed with water, extracted with ethyl acetate, ethyl acetate solution is washed with water and dried (Na2SO4). After concentration by evaporation, 15.5 g of the product is obtained.

Workup

  1. extractionextracted with ethyl acetate, ethyl acetate solution
  2. washis washed with water
  3. dry with materialdried (Na2SO4)
  4. concentrationAfter concentration
  5. customby evaporation

Sources & evidence

ORD record
ord-80363d1adbbd4f62b1c25dac4b2a4ceb
Source dataset
uspto-grants-2004_08
Patent number
US06777409B2

Reaction notes

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