Sodium Hydroxide → HCID 20377507, compound

HRID 1391308Notes

Reaction equation

HRID 1391308 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.[OH-].[Na+].Cl[CH2:12][CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>O>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:12][CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][O:18][CH2:17][CH2:16]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 958344-(3-Chloropropyl)morpholineHCID 2401474-Mercaptophenol

Product 1

HCID 20377507HCID 20377507, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture was prepared containing 55.5 grams (0.440 mole) of 4-hydroxybenzenethiol, 88.0 grams (0.440 mole) of 20% sodium hydroxide, and 160 ml of water. To this 72.0 grams of 4-(3-chloropropyl)morpholine was added. The reaction mass was heated to reflux with stirring and immediately cooled and diluted with water. The product separated out as an oil, but crystallized upon standing. Recrystallization from methylcyclohexane and ethanol gave white crystals of 4-(3-(4-hydroxyphenylthio)propyl)morpholine having a melting point of 130.5°-131° C.

Workup

  1. customA mixture was prepared
  2. temperatureThe reaction mass was heated
  3. temperatureto reflux
  4. temperatureimmediately cooled
  5. customThe product separated out as an oil
  6. customcrystallized
  7. customRecrystallization from methylcyclohexane and ethanol

Sources & evidence

ORD record
ord-b51aaa4ea933446380ab02894f94c023
Source dataset
uspto-grants-1979_02
Patent number
US04141983

Reaction notes

Loading…