Hydrochloric Acid → HCID 53447106、化合物

HRID 430724

反応式

HRID 430724 の反応式
[C:1]([C:5]1[CH:6]=[C:7](C(C)(C)C)[C:8]2[O:12][C:11](=[O:13])[CH:10](O)[C:9]=2[CH:15]=1)([CH3:4])([CH3:3])[CH3:2].S(Cl)(Cl)=O.Cl>ClC1C=CC=CC=1Cl.CN(C)C1C=CN=CC=1>[C:1]([C:5]1[CH:15]=[C:9]([C:9]([CH3:15])([CH3:10])[CH3:8])[C:8]2[O:12][C:11](=[O:13])[C:10](=[C:10]3[C:7]4[CH:6]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[CH:15]=[C:9]([C:1]([CH3:4])([CH3:3])[CH3:2])[C:8]=4[O:12][C:11]3=[O:13])[C:7]=2[CH:6]=1)([CH3:3])([CH3:4])[CH3:2]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 24386Thionyl ChlorideHCID 68508215,7-Di-tert-butyl-3-hydroxy-2-benzofuranone

生成物 1

HCID 53447106HCID 53447106、化合物収率 109.5%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 72391,2-Dichlorobenzene溶媒

反応条件

温度
100 °C

実験手順

10 g of 5,7-di-tert-butyl-3-hydroxy-3H-benzofuran-2-one (prepared as described in Example 1 of U.S. Pat. No. 5,614,572) are introduced in 25 ml of 1,2-dichlorobenzene as initial charge and admixed with 0.5 g of 4-dimethylaminopyridine and 3 ml of thionyl chloride. The solution is then gradually heated to 100° C. so that the evolution of HCl and SO2 remains lively, but still controllable. Thereafter the reaction mixture is stirred at 100° C. for a further ½ h. The temperature is subsequently raised to the reflux point. After 75 min, the 1,2-dichlorobenzene is distilled off, at the end with reduced pressure. The isoxindigo is crystallized out by the addition of 30 ml of acetonitrile to the residue, filtered off, washed with acetonitrile and dried to leave 6.8 g (73% of theory) of 5,7,5′,7′-tetra-tert-butyl[3,3′]bibenzofuranylidene-2,2′-dione of the formula (XV).

後処理

  1. temperatureThe temperature is subsequently raised to the reflux point
  2. waitAfter 75 min
  3. distillationthe 1,2-dichlorobenzene is distilled off, at the end with reduced pressure
  4. customThe isoxindigo is crystallized out by the addition of 30 ml of acetonitrile to the residue
  5. filtrationfiltered off
  6. washwashed with acetonitrile
  7. customdried

出典と根拠

ORDレコード
ord-e99c2fb8f1444889a649ba39e403995f
出典データセット
uspto-grants-2001_11
特許番号
US06323267B1

関連ノート

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