1,2-Dichloroethane → HCID 53955138, compound

HRID 1166009Notes

Reaction equation

HRID 1166009 reaction equation
[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11](=[O:19])[C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1)(=[O:4])[CH:2]=[CH2:3].[C:20]([O:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][O:31][C:32]1[CH:37]=[CH:36][C:35]([C:38]2[CH:43]=[CH:42][C:41]([C:44](O)=[O:45])=[CH:40][CH:39]=2)=[CH:34][C:33]=1[O:47][CH3:48])(=[O:23])[CH:21]=[CH2:22].C(Cl)CCl>CN(C1C=CN=CC=1)C>[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]([C:12]1[CH:17]=[CH:16][C:15]([O:18][C:44]([C:41]2[CH:40]=[CH:39][C:38]([C:35]3[CH:36]=[CH:37][C:32]([O:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][O:24][C:20](=[O:23])[CH:21]=[CH2:22])=[C:33]([O:47][CH3:48])[CH:34]=3)=[CH:43][CH:42]=2)=[O:45])=[CH:14][CH:13]=1)=[O:19])(=[O:4])[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 111,2-DichloroethaneHCID 22996848HCID 22996848, compoundHCID 54092897HCID 54092897, compound

Product 1

HCID 53955138HCID 53955138, compound

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

The preparation is analogous to Example 1 from 2.64 g (10 mmol) of 4-hydroxybenzoic acid 4-acryloyloxybutyl ester, 3.99 g (10 mmol) of 4′-(6-acryloyloxyhexyloxy)-3′-methoxybiphenyl-4-carboxylic acid, 0.12 g (1 mmol) of DMAP and 2.11 g (11 mmol) of EDC. Purification of the residue by chromatography on silica gel using cyclohexane/ethyl acetate (7:3) and recrystallisation once from ethanol yields 4′-(6-acryloyloxyhexyloxy)-3′-methoxybiphenyl-4-carboxylic acid 4-(4-acryloyloxybutoxycarbonyl)-phenyl ester.

Workup

  1. customPurification of the residue by chromatography on silica gel
  2. customcyclohexane/ethyl acetate (7:3) and recrystallisation once from ethanol

Sources & evidence

ORD record
ord-9ba2957f139848839a871eda7fd496db
Source dataset
uspto-grants-2003_09
Patent number
US06613245B1

Reaction notes

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