Triethylamine → HCID 53837822, compound

HRID 414436Notes

Reaction equation

HRID 414436 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][N:8]([CH3:27])[C:9]1[CH:26]=[CH:25][C:12]([CH:13]=[CH:14][C:15]2[CH:20]=[CH:19][C:18]([S:21]([CH3:24])(=[O:23])=[O:22])=[CH:17][CH:16]=2)=[CH:11][CH:10]=1.C(N(CC)CC)C.[C:35](Cl)(=[O:38])[CH:36]=[CH2:37]>>[C:35]([O:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][N:8]([CH3:27])[C:9]1[CH:26]=[CH:25][C:12]([CH:13]=[CH:14][C:15]2[CH:16]=[CH:17][C:18]([S:21]([CH3:24])(=[O:23])=[O:22])=[CH:19][CH:20]=2)=[CH:11][CH:10]=1)(=[O:38])[CH:36]=[CH2:37]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 54301524HCID 54301524, compound

Product 1

HCID 53837822HCID 53837822, compoundYield 37%

Procedure

A mixture of 4'-[(6-hydroxyhexyl)methylamino]-4-methylsulfonylstilbene (5.00 g, 12.9 mmol) was treated with triethylamine (1.63 g, 16.2 mmol) and acryloyl chloride (1.46 g, 16.2 mmol) as above. The product was purified by chromatography on silica gel (CH2CL2 eluent) and recrystallization from acetone/hexanes to yield 2.10 g (37%) of a yellow solid, mp 88°-90° C.

Workup

  1. customThe product was purified by chromatography on silica gel (CH2CL2 eluent) and recrystallization from acetone/hexanes

Sources & evidence

ORD record
ord-281ccaf4a9b04f29b75bf94437917119
Source dataset
uspto-grants-1988_12
Patent number
US04792208

Reaction notes

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