Hydrochloric Acid → HCID 53447106, 화합물

HRID 430724

반응식

HRID 430724 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 53447106HCID 53447106, 화합물수율 109.5%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 72391,2-Dichlorobenzene용매

반응 조건

온도
100 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-e99c2fb8f1444889a649ba39e403995f
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06323267B1

연결된 노트

불러오는 중…