Potassium Hydroxide → HCID 57900438, 화합물

HRID 1949955노트

반응식

HRID 1949955 반응식
[Br:1][C:2]1[CH:11]=[CH:10][C:9]2[O:8][CH2:7][C:6]3[CH:12]=[C:13]([C:15]([O:17]C)=[O:16])[S:14][C:5]=3[C:4]=2[CH:3]=1.[OH-].[K+]>O1CCCC1.O>[Br:1][C:2]1[CH:11]=[CH:10][C:9]2[O:8][CH2:7][C:6]3[CH:12]=[C:13]([C:15]([OH:17])=[O:16])[S:14][C:5]=3[C:4]=2[CH:3]=1

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 57900105methyl 8-bromo-4H-thieno[3,2-c]chromene-2-carboxylate

생성물 1

HCID 57900438HCID 57900438, 화합물수율 93.4%

시약·촉매·용매 1

HCID 21881883Oxolane--water (1/1)용매

실험 절차

To a suspension of methyl 8-bromo-4H-thieno[3,2-c]chromene-2-carboxylate 2 (2.64 g, 8.12 mmol, 1 equiv) in 4:1 tetrahydrofuran/water (80 mL) was added aqueous potassium hydroxide (24 mL, 24 mmol, 3.0 equiv, 1.0 M solution in water) at 24° C. After 15 hr, the tetrahydrofuran was removed in vacuo (<20 mm Hg). The resulting aqueous suspension was diluted with water until all the solids were dissolved. To the resulting solution was added concentrated hydrochloric acid until the solution reached pH=1. The resulting solids were collected by filtration and dried in vacuo (<1 mm Hg) to afford 3bp as a yellow solid (2.36 g, 93%). 1H NMR (500 MHz, CDCl3), δ: 13.28 (br s, 1 H), 7.64 (d, J=2.4 Hz, 1 H), 7.60 (s, 1 H), 7.40 (dd, J=8.7, 2.4 Hz, 1 H), 6.94 (d, J=8.7 Hz, 1 H), 5.30 (s, 3 H).

후처리

  1. customthe tetrahydrofuran was removed in vacuo (<20 mm Hg)
  2. additionThe resulting aqueous suspension was diluted with water until all the solids
  3. dissolutionwere dissolved
  4. additionTo the resulting solution was added concentrated hydrochloric acid until the solution
  5. filtrationThe resulting solids were collected by filtration
  6. customdried in vacuo (<1 mm Hg)

출처 및 근거

ORD 기록
ord-10a80e03880541cc87226d70e7afecad
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399690B2

반응 노트

불러오는 중…