HCID 54682948, compound → 4-Hydroxy-5,6,7,8-tetrahydroquinolin-2(1H)-one

HRID 437358Notes

Reaction equation

HRID 437358 reaction equation
C([C:6]1[C:7](=[O:17])[NH:8][C:9]2[CH2:10][CH2:11][CH2:12][CH2:13][C:14]=2[C:15]=1[OH:16])(OCC)=O>Cl>[OH:16][C:15]1[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[NH:8][C:7](=[O:17])[CH:6]=1

Participants

3

Reactant 1

HCID 54682948HCID 54682948, compound

Product 1

HCID 546973614-Hydroxy-5,6,7,8-tetrahydroquinolin-2(1H)-one

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A suspension of 3-carboethoxy-4-hydroxy-5,6,7,8-tetrahydro-carbostyril (19.4g; 0.082 mole) in 2N hydrochloric acid (200 ml) was refluxed 30 hrs. and the clear solution evaporated to dryness. Water was added and the solution brought to pH 4.0 with dilute sodium hydroxide solution. The precipitated white product was filtered off, washed well with water and recrystallised from glacial acetic acid, m.p. >330° C.

Workup

  1. temperaturewas refluxed 30 hrs
  2. customand the clear solution evaporated to dryness
  3. additionWater was added
  4. filtrationThe precipitated white product was filtered off
  5. washwashed well with water
  6. customrecrystallised from glacial acetic acid, m.p. >330° C.

Sources & evidence

ORD record
ord-ab229d0829e7406284b198965c6f9a3c
Source dataset
uspto-grants-1977_06
Patent number
US04031099

Reaction notes

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