Hydrochloric Acid → HCID 86759961, compound

HRID 1794190Notes

Reaction equation

HRID 1794190 reaction equation
[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([CH3:13])([CH3:12])[CH2:8][C:7]=2[C:6]([C:14]2[C@H:23]3[C@H:18]([CH2:19][CH:20]=[CH:21][CH2:22]3)[C:17](=[O:24])[NH:16][N:15]=2)=[CH:5][CH:4]=1.[H-].[Na+].Cl[CH2:28][C:29]1[CH:37]=[CH:36][C:32]([C:33]([OH:35])=[O:34])=[CH:31][CH:30]=1.Cl>CN(C)C=O.O>[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([CH3:13])([CH3:12])[CH2:8][C:7]=2[C:6]([C:14]2[C@H:23]3[C@H:18]([CH2:19][CH:20]=[CH:21][CH2:22]3)[C:17](=[O:24])[N:16]([CH2:28][C:29]3[CH:37]=[CH:36][C:32]([C:33]([OH:35])=[O:34])=[CH:31][CH:30]=3)[N:15]=2)=[CH:5][CH:4]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 742344-(Chloromethyl)benzoic acidHCID 69642487HCID 69642487, compound

Product 1

HCID 86759961HCID 86759961, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 0.05 mole of (cis)-4-(7-Methoxy-2,2-dimethyl-2,3-dihydro-benzofuran-4-yl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one (starting compound A12) and 0.15 mole of sodium hydride in 100 ml of dimethylformamide is stirred at RT for 30 min, after which 0.05 mole of 4-chloromethylbenzoic acid is added. This mixture is left stirring for 18 h, after which it is poured into water. This solution is acidified with hydrochloric acid and subsequently extracted with dichloromethane. The organic solution is dried over magnesium sulfate and evaporated. The compound is crystallized from diethyl ether.

Workup

  1. waitThis mixture is left
  2. extractionsubsequently extracted with dichloromethane
  3. dry with materialThe organic solution is dried over magnesium sulfate
  4. customevaporated
  5. customThe compound is crystallized from diethyl ether

Sources & evidence

ORD record
ord-27e70e22d22246d5830331721921ef1f
Source dataset
uspto-grants-2006_04
Patent number
US07022696B2

Reaction notes

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