Tetrahydrofuran → Fluoreneone

HRID 1822618

反応式

HRID 1822618 の反応式
[CH:1]1[C:13]2[C:12](=O)[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[C:4](C(Cl)=O)=[CH:3][CH:2]=1.S(C1C=CC(S)=CC=1)C1C=CC(S)=CC=1.C(N(CC)CC)C.[O:40]1CCCC1>>[C:1]1(=[O:40])[C:13]2[C:5]([C:6]3[C:11]([CH:12]=2)=[CH:10][CH:9]=[CH:8][CH:7]=3)=[CH:4][CH:3]=[CH:2]1

参加物

5

反応物 4

HCID 8028Tetrahydrofuran2 回HCID 8471TriethylamineHCID 6101429-Fluorenone-4-carbonyl chlorideHCID 6194834,4'-Thiobisbenzenethiol

生成物 1

HCID 22281833Fluoreneone

実験手順

A 10.0 g quantity of 9-fluorenone-4-carbonyl chloride (0.04 mole, obtained from Aldrich Chemicals Co, Milwaukee, Wis. 53201, USA) and 100 ml of tetrahydrofuran (obtained from Aldrich) were added to a 250 ml, 3-neck round bottom flask equipped with a reflux condenser and a mechanical stirrer. The solution was stirred for about ½ hour, and then 5.16 g of 4,4′-thiobisbenzenethiol (0.02 mole, obtained from Aldrich) in 50 ml of tetrahydrofuran were added, followed by the addition of 4.17 g of triethylamine (0.04 mole, obtained from Aldrich). The solution was refluxed for 6 hours, filtered hot to remove triethylamine hydrochloride salt byproduct and the filtrate was evaporated to dryness to obtain a first dimeric fluorenone derivative. The first dimeric fluorenone derivative was recrystallized from tetrahydrofuran/methanol with activated charcoal. The first dimeric fluorenone derivative was dried at 60° C. vacuum oven for 6 hours to yield a yellow solid (6.85 g, 50% yield).

後処理

  1. customequipped with a reflux condenser and a mechanical stirrer
  2. temperatureThe solution was refluxed for 6 hours
  3. filtrationfiltered hot
  4. customto remove triethylamine hydrochloride salt byproduct
  5. customthe filtrate was evaporated to dryness

出典と根拠

ORDレコード
ord-fce1542de972436e87bf0191e8b2ff76
出典データセット
uspto-grants-2006_05
特許番号
US07037632B2

関連ノート

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