Acryloyl chloride → HCID 3053846, compound

HRID 2050105Notes

Reaction equation

HRID 2050105 reaction equation
[CH3:1][C:2]([CH3:51])=[CH:3][CH2:4][CH2:5]/[C:6](/[CH3:50])=[CH:7]/[CH2:8][CH2:9]/[C:10](/[CH3:49])=[CH:11]\[CH2:12][CH2:13]/[C:14](/[CH3:48])=[CH:15]\[CH2:16][CH2:17]/[C:18](/[CH3:47])=[CH:19]\[CH2:20][CH2:21]/[C:22](/[CH3:46])=[CH:23]\[CH2:24][CH2:25]/[C:26](/[CH3:45])=[CH:27]\[CH2:28][CH2:29]/[C:30](/[CH3:44])=[CH:31]\[CH2:32][CH2:33]/[C:34](/[CH3:43])=[CH:35]\[CH2:36][CH2:37]/[C:38](/[CH3:42])=[CH:39]\[CH2:40][OH:41].[C:52](Cl)(=[O:55])[CH:53]=[CH2:54]>N1C=CC=CC=1.CCCCCC>[C:52]([O:41][CH2:40][CH:39]=[C:38]([CH3:42])[CH2:37][CH2:36][CH:35]=[C:34]([CH3:43])[CH2:33][CH2:32][CH:31]=[C:30]([CH3:44])[CH2:29][CH2:28][CH:27]=[C:26]([CH3:45])[CH2:25][CH2:24][CH:23]=[C:22]([CH3:46])[CH2:21][CH2:20][CH:19]=[C:18]([CH3:47])[CH2:17][CH2:16][CH:15]=[C:14]([CH3:48])[CH2:13][CH2:12][CH:11]=[C:10]([CH3:49])[CH2:9][CH2:8][CH:7]=[C:6]([CH3:50])[CH2:5][CH2:4][CH:3]=[C:2]([CH3:51])[CH3:1])(=[O:55])[CH:53]=[CH2:54]

Participants

5

Reactant 2

HCID 13140Acryloyl chlorideHCID 10963554HCID 10963554, compound

Product 1

HCID 3053846HCID 3053846, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolvent2×HCID 8058HexaneSolvent

Procedure

8.0 Grams of decaprenol were dissolved in 50 ml of pyridine. The solution was added with 15% solution of 2.1 g of acrylic acid chloride in pyridine at room temperature over 30 minutes. After completion of the addition, the mixture was stirred at room temperature for two hours to complete the rection. The reaction product was diluted with n-hexane, washed with water and concentrated. The concentate was purified by chromatography with 80 g of silica gel in n-hexane/benzene solvent mixture as elution solvent to obtain a white solid (m.p. 32.0°-32.8° C.). Yield 5.8 g.

Workup

  1. additionAfter completion of the addition
  2. washwashed with water
  3. concentrationconcentrated
  4. customThe concentate was purified by chromatography with 80 g of silica gel in n-hexane/benzene solvent mixture as elution solvent

Sources & evidence

ORD record
ord-1241069abeb64d98aa81f50b982c30bf
Source dataset
uspto-grants-1980_04
Patent number
US04199587

Reaction notes

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