Hydrochloric Acid → HCID 69563125, compound

HRID 396729Notes

Reaction equation

HRID 396729 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][C:9]([CH:13]([CH2:20][CH2:21][CH2:22][CH3:23])[CH2:14][C:15]([O:17]CC)=[O:16])=[CH:10][CH:11]=2)[CH2:6][CH2:5]1)(=O)C.[ClH:24]>>[ClH:24].[NH:4]1[C:12]2[C:7](=[CH:8][C:9]([CH:13]([CH2:20][CH2:21][CH2:22][CH3:23])[CH2:14][C:15]([OH:17])=[O:16])=[CH:10][CH:11]=2)[CH2:6][CH2:5]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 131724038HCID 131724038, compound

Product 1

HCID 69563125HCID 69563125, compound

Conditions

Temperature
85 °C

Procedure

A suspension of ethyl (R/S) 3-(1-acetyl-2,3-dihydro-1H-indol-5-yl)-heptanoate [3.95 g, Reference Example 11(b)] in aqueous hydrochloric acid (120 mL, 6M) was heated at 85° C. for 7 hours. After cooling to room temperature the mixture was evaporated. The residue was treated with toluene and the solvent evaporated under reduced pressure (repeated twice more). Final drying in a dessicator afforded the title compound (4.13 g) as an orange-brown oil. LC-MS: RT=3.36 minutes; M (ES+) 248 (MH+).

Workup

  1. temperatureAfter cooling to room temperature the mixture
  2. customwas evaporated
  3. additionThe residue was treated with toluene
  4. customthe solvent evaporated under reduced pressure (
  5. customFinal drying in a dessicator

Sources & evidence

ORD record
ord-43157e2d8658434e92881d27088d37e1
Source dataset
uspto-grants-2003_08
Patent number
US06608084B1

Reaction notes

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