Sodium Hydroxide → HCID 20377507, compound

HRID 2052241Notes

Reaction equation

HRID 2052241 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 mixture was heated to reflux with stirring and immediately after 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 mixture was heated
  3. temperatureto reflux
  4. temperatureimmediately after cooled
  5. customThe product separated out as an oil
  6. customcrystallized
  7. customRecrystallization from methylcyclohexane and ethanol

Sources & evidence

ORD record
ord-471e5b1c4a5b4d109e68367664e78af5
Source dataset
uspto-grants-1980_01
Patent number
US04183927

Reaction notes

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