Tetrahydrofuran → 2-(Acryloyloxyethoxy)phenol acrylate

HRID 726807

反応式

HRID 726807 の反応式
[OH:1][CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[OH:11].C(N(CC)CC)C.[C:19](Cl)(=[O:22])[CH:20]=[CH2:21].[O:24]1C[CH2:27][CH2:26][CH2:25]1>C1C2NC3C(=CC=CC=3)SC=2C=CC=1>[C:19]([O:11][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[O:4][CH2:3][CH2:2][O:1][C:25](=[O:24])[CH:26]=[CH2:27])(=[O:22])[CH:20]=[CH2:21]

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 785192-(2-Hydroxyethoxy)phenol

生成物 1

HCID 543200612-(Acryloyloxyethoxy)phenol acrylate収率 62%

試薬・触媒・溶媒 1

HCID 7108Phenothiazine触媒

実験手順

A 500-ml, two necked flask was equipped with magnetic stirring bar, nitrogen atmosphere and an addition funnel. The flask was charged with 25 g of 2-(2-hydroxyethoxy)phenol (0.16 mol.), 33 g of triethylamine (0.32 mol.), 250 ml of tetrahydrofuran and 1 g of phenothiazine. Next, 30 g of acryloyl chloride (0.18 mol.) was slowly added to the reaction over 1 hour via the addition funnel. The triethylamine hydrochloride salt was removed by filtration and the mother liquor was evaporated with a rotoevaporator. The remaining liquid was dissolved in chloroform and washed with NaCl(aq.), NH4OH(10%), NaCl(aq.) and dried over MgSO4. The chloroform was removed with a rotoevaporator to yield 26 g (62%) of a reddish brown liquid. The product was confirmed by IR and 13C NMR.

後処理

  1. customA 500-ml, two necked flask was equipped with magnetic stirring bar
  2. customThe triethylamine hydrochloride salt was removed by filtration
  3. customthe mother liquor was evaporated with a rotoevaporator
  4. dissolutionThe remaining liquid was dissolved in chloroform
  5. washwashed with NaCl(aq.), NH4OH(10%), NaCl(aq.)
  6. dry with materialdried over MgSO4
  7. customThe chloroform was removed with a rotoevaporator

出典と根拠

ORDレコード
ord-da6f75622aed4df4a0c4c128c34a22bc
出典データセット
uspto-grants-1998_01
特許番号
US05710281

関連ノート

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