Methane → HCID 13588999, compound

HRID 648947Notes

Reaction equation

HRID 648947 reaction equation
[ClH:1].C([N:9]1[CH2:14][CH2:13][C:12]([C:16]2[CH:24]=[CH:23][CH:22]=[C:21]3[C:17]=2[CH:18]=[CH:19][NH:20]3)([OH:15])[CH2:11][CH2:10]1)C1C=CC=CC=1.[H][H].C>CO>[ClH:1].[NH:20]1[C:21]2[C:17](=[C:16]([C:12]3([OH:15])[CH2:11][CH2:10][NH:9][CH2:14][CH2:13]3)[CH:24]=[CH:23][CH:22]=2)[CH:18]=[CH:19]1

Participants

5

Reactant 3

HCID 297MethaneHCID 13588997HCID 13588997, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13588999HCID 13588999, compoundYield 78.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 13.7 g of the hydrochloride of Example 2 in 600 ml of methanol was subjected to hydrogen at 40° C. in the presence of 4.7 g of palladized charcoal and the mixture was then filtered. The filtrate was evaporated to dryness under reduced pressure at 40° C. and the residue was triturated in ether, filtered and dried at 20° to 25° C. under reduced pressure to obtain 7.9 g of 4-(1H-indol-4-yl)-4-piperidinol hydrochloride melting at 270° C.

Workup

  1. filtrationthe mixture was then filtered
  2. customThe filtrate was evaporated to dryness under reduced pressure at 40° C.
  3. customthe residue was triturated in ether
  4. filtrationfiltered
  5. customdried at 20° to 25° C. under reduced pressure

Sources & evidence

ORD record
ord-7e2abc57df03495da27044b81f3263bc
Source dataset
uspto-grants-1988_04
Patent number
US04737505

Reaction notes

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