Sodium borohydride → (5,6-Dimethoxy-3-(4-methyloxyphenoxy)-benzo[b]thiophen-2-yl)methanol

HRID 1004124노트

반응식

HRID 1004124 반응식
[BH4-].[Na+].[CH3:3][O:4][C:5]1[C:24]([O:25][CH3:26])=[CH:23][C:8]2[S:9][C:10]([CH:21]=[O:22])=[C:11]([O:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[C:7]=2[CH:6]=1>CO>[CH3:3][O:4][C:5]1[C:24]([O:25][CH3:26])=[CH:23][C:8]2[S:9][C:10]([CH2:21][OH:22])=[C:11]([O:12][C:13]3[CH:14]=[CH:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=3)[C:7]=2[CH:6]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydride2회HCID 110892155,6-Dimethoxy-3-(4-methoxyphenoxy)benzo[b]thiophene-2-carbaldehyde

생성물 1

HCID 18794388(5,6-Dimethoxy-3-(4-methyloxyphenoxy)-benzo[b]thiophen-2-yl)methanol

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

26 mmol of NaBH4 are added at room temperature to a solution of 24 mmol of the compound obtained in Step E of Example 1 in 100 ml of methanol. After 2 hours' reaction, one equivalent of NaBH4 is added to the reaction mixture. After 12 hours' reaction, the solution is concentrated and then diluted with ethyl acetate, washed with a 1N HCl solution, then with water and then with a saturated NaCl solution, subsequently dried over calcium sulphate, filtered and concentrated under reduced pressure. Chromatography over silica gel (dichloromethane/ethyl acetate: 95/5) enables 6.07 g of the expected product to be isolated.

후처리

  1. additionis added to the reaction mixture
  2. customAfter 12 hours' reaction
  3. concentrationthe solution is concentrated
  4. additiondiluted with ethyl acetate
  5. washwashed with a 1N HCl solution
  6. dry with materialwith water and then with a saturated NaCl solution, subsequently dried over calcium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customto be isolated

출처 및 근거

ORD 기록
ord-08dee4bf16114f4c80b7e9503bbda772
출처 데이터셋
uspto-grants-2000_04
특허 번호
US06048875

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