Ethanol → HCID 22390438, compound

HRID 1071934Notes

Reaction equation

HRID 1071934 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([C:19]#[C:20][CH2:21][N:22]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2)[CH:6]=[CH:7][C:8]=1[CH:9]1[CH2:14][C:13]([CH3:16])([CH3:15])[CH2:12][C:11]([CH3:18])([CH3:17])[CH2:10]1.C(O)C>[Pd].C(OCC)C>[ClH:2].[Cl:2][C:3]1[CH:4]=[C:5]([CH2:19][CH2:20][CH2:21][N:22]2[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]2)[CH:6]=[CH:7][C:8]=1[CH:9]1[CH2:10][C:11]([CH3:18])([CH3:17])[CH2:12][C:13]([CH3:15])([CH3:16])[CH2:14]1

Participants

5

Reactant 2

HCID 702EthanolHCID 9866911HCID 9866911, compound

Product 1

HCID 22390438HCID 22390438, compoundYield 59%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3283Diethyl EtherSolvent

Procedure

3.6 g of the compound of EXAMPLE 1 are hydrogenated in the presence of 0.36 g of 10% palladium on charcoal and 50 ml of ethanol. The reaction mixture is filtered, and the filtrate is evaporated off under reduced pressure. The oily residue obtained is taken up in diethyl ether and hydrochloric acid is bubbled through. The precipitate obtained is filtered off and dried; yield=59%; m.p.=215° C. (HCl).

Workup

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is evaporated off under reduced pressure
  3. customThe oily residue obtained
  4. customhydrochloric acid is bubbled through
  5. customThe precipitate obtained
  6. filtrationis filtered off
  7. customdried

Sources & evidence

ORD record
ord-e81d8af4821d4b84a2a286f825373bcd
Source dataset
uspto-grants-2005_06
Patent number
US06908914B1

Reaction notes

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