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Pivaloyl chloride → HCID 18692841, compound

HRID 1870684
Notes
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Reaction equation

HRID 1870684 reaction equation
[C:1](Cl)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[OH:8][C:9]1[C:26]([O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])=[CH:25][C:24]2[C:23]3[C:18](=[CH:19][C:20]([O:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])=[C:21]([O:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH:22]=3)[C:17]3[C:12](=[CH:13][C:14]([O:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56])=[C:15]([O:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])[CH:16]=3)[C:11]=2[CH:10]=1>N1C=CC=CC=1.C(OCC)C>[C:1]([O:8][C:9]1[C:26]([O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])=[CH:25][C:24]2[C:23]3[C:18](=[CH:19][C:20]([O:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])=[C:21]([O:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH:22]=3)[C:17]3[C:12](=[CH:13][C:14]([O:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56])=[C:15]([O:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])[CH:16]=3)[C:11]=2[CH:10]=1)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 62493Pivaloyl chlorideHCID 104170842-Triphenylenol, 3,6,7,10,11-pentakis(pentyloxy)-2×

Product 1

HCID 18692841HCID 18692841, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 3283Diethyl EtherSolvent

Conditions

Temperature
80 °C

Procedure

181 mg (1.5 mmol) pivaloyl chloride was added to a solution of 673 mg (1 mmol) 2-hydroxy-3,6,7,10,11-pentapentyloxytriphenylene (see Henderson et al., Liquid Crystals 18 (1995) 191) in 1 mL pyridine. The mixture was heated for one hour at 80° C., diluted with diethyl ether and extracted repeatedly with dilute HCl and sodium carbonate solution. Purification was performed by crystallization from ethanol.

Workup

  1. extractionextracted repeatedly with dilute HCl and sodium carbonate solution
  2. customPurification
  3. customwas performed by crystallization from ethanol

Sources & evidence

ORD record
ord-57a5a4ba164d439bb424f8be94bccf9a
Source dataset
uspto-grants-2000_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06099750

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes