Acetic Acid → HCID 22349540, 화합물

HRID 1517518노트

반응식

HRID 1517518 반응식
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][C:8]2=O)=[CH:4][CH:3]=1.[CH3:12][NH:13][CH3:14].C(O)(=O)C.C([BH3-])#N.[Na+]>CO>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][CH:8]2[N:13]([CH3:14])[CH3:12])=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 674DimethylamineHCID 1397781-Indanone, 6-bromo-HCID 5003444Sodium cyanoborohydride

생성물 1

HCID 22349540HCID 22349540, 화합물수율 80%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

(Method 2): 6-Bromo-indan-1-one (0.58 mmol) was dissolved in MeOH. Dimethyl-amine (3.7 mmol), acetic acid (0.059 mmol) and sodium cyanoborohydride (1.74 mmol) were added under argon atmosphere. The suspension was refluxed overnight and then cooled. The crude was evaporated to dryness and then suspended in water. The product was extracted with CH2Cl2 and washed with water. The CH2Cl2 extract was dried with anhydrous Na2SO4, filtered and evaporated to dryness to give the crude product (6-bromo-indan-1-yl)-dimethyl-amine (80% conversion LC-MS). The crude product was used in the next synthetic step (Suzuki coupling), without further purification.

후처리

  1. temperatureThe suspension was refluxed overnight
  2. temperaturecooled
  3. customThe crude was evaporated to dryness
  4. extractionThe product was extracted with CH2Cl2
  5. washwashed with water
  6. extractionThe CH2Cl2 extract
  7. dry with materialwas dried with anhydrous Na2SO4
  8. filtrationfiltered
  9. customevaporated to dryness

출처 및 근거

ORD 기록
ord-888d11ae4ced4192ad252204f83621cb
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08232307B2

반응 노트

불러오는 중…