Dibutylamine → HCID 54440050, compound

HRID 1657498Notes

Reaction equation

HRID 1657498 reaction equation
[C:1]([O:4][C@H:5]1[CH2:29][CH2:28][C@@:27]2([CH3:30])[C:7](=[C:8]([CH2:32]Cl)[CH2:9][C@@H:10]3[C@@H:26]2[CH2:25][CH2:24][C@@:23]2([CH3:31])[C@H:11]3[CH2:12][CH2:13][C@@H:14]2[C@H:15]([CH3:22])[CH2:16][CH2:17][CH2:18][CH:19]([CH3:21])[CH3:20])[CH2:6]1)(=[O:3])[CH3:2].[CH2:34]([NH:38][CH2:39][CH2:40][CH2:41][CH3:42])[CH2:35][CH2:36][CH3:37]>>[C:1]([O:4][C@H:5]1[CH2:29][CH2:28][C@@:27]2([CH3:30])[C:7](=[C:8]([CH2:32][N:38]([CH2:39][CH2:40][CH2:41][CH3:42])[CH2:34][CH2:35][CH2:36][CH3:37])[CH2:9][C@@H:10]3[C@@H:26]2[CH2:25][CH2:24][C@@:23]2([CH3:31])[C@H:11]3[CH2:12][CH2:13][C@@H:14]2[C@H:15]([CH3:22])[CH2:16][CH2:17][CH2:18][CH:19]([CH3:21])[CH3:20])[CH2:6]1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 8148DibutylamineHCID 22790609HCID 22790609, compound

Product 1

HCID 54440050HCID 54440050, compound

Procedure

A mixture of 10 parts of 3β-acetoxy-6-(chloromethyl)cholest-5-ene and 8 parts of dibutylamine is heated at 90°-95° for 3 hours, whereupon excess amine is removed by vacuum distillation and the residue is extracted with hexane. The extract is washed with water, dried over anhydrous sodium sulfate, and stripped of solvent by vacuum distillation, affording 3β-acetoxy-6-(dibutylaminomethyl)cholest-5-ene as the residue.

Workup

  1. customis removed by vacuum distillation
  2. extractionthe residue is extracted with hexane
  3. washThe extract is washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationstripped of solvent by vacuum distillation

Sources & evidence

ORD record
ord-1e9b888f4c3b48c18ba0ad1f78f14708
Source dataset
uspto-grants-1976_06
Patent number
US03960904

Reaction notes

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