Dodecanoyl chloride → HCID 21505568, compound

HRID 1287612Notes

Reaction equation

HRID 1287612 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:12][C:11]3[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=3[CH2:9][CH:8]([N:17]3[CH2:22][CH2:21][N:20]([CH2:23][CH2:24][CH2:25][OH:26])[CH2:19][CH2:18]3)[C:7]=2[CH:27]=1.[C:28](Cl)(=[O:40])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39]>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:12][C:11]3[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=3[CH2:9][CH:8]([N:17]3[CH2:18][CH2:19][N:20]([CH2:23][CH2:24][CH2:25][O:26][C:28](=[O:40])[CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])[CH2:21][CH2:22]3)[C:7]=2[CH:27]=1

Participants

4

Reactant 2

HCID 8166Dodecanoyl chlorideHCID 2072963-[4-(8-Methoxy-10,11-dihydrodibenzo[b,f]thiepin-10-yl)piperazin-1-yl]propan-1-ol

Product 1

HCID 21505568HCID 21505568, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

In accordance with the procedure described in the foregoing Examples, 12.96 grams of 8-methoxy-10-[4-(3-hydroxypropyl)piperazino]-10,11-dihydrodibenzo[b,f]thiepin was reacted with 13.1 grams of lauroyl chloride (dodecanoyl chloride) in 50 milliliters of benzene and the resulting crude 8-methoxy-10-[4-(3-dodecanoyloxypropyl)piperazino]-10,11-dihydrodibenzo[b,f]thiepin was purified by recrystallization of the maleate from acetone and recovered in the form of its di(hydrogen maleate). The salt was recovered in a yield of 14.9 grams and had a melting point of 126-129°C. The pure ester was recovered in the form of a viscous oil by adding the salt to a dilute aqueous ammonium hydroxide solution and extracting the resulting solution with benzene. EXAMPLE 4

Workup

  1. customthe resulting crude 8-methoxy-10-[4-(3-dodecanoyloxypropyl)piperazino]-10,11-dihydrodibenzo[b,f]thiepin was purified by recrystallization of the maleate from acetone
  2. customrecovered in the form of its di(hydrogen maleate)
  3. customThe salt was recovered in a yield of 14.9 grams
  4. customThe pure ester was recovered in the form of a viscous oil
  5. additionby adding the salt to a dilute aqueous ammonium hydroxide solution
  6. extractionextracting the resulting solution with benzene

Sources & evidence

ORD record
ord-8cdec399e7b648b49fd70f9bd318b43e
Source dataset
uspto-grants-1976_10
Patent number
US03985750

Reaction notes

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