Sodium Hydroxide → (6-Ethoxy-benzofuran-3-yl)-methanol

HRID 1804790노트

반응식

HRID 1804790 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].C([O:9][C:10]([C:12]1[C:16]2[CH:17]=[CH:18][C:19]([O:21][CH2:22][CH3:23])=[CH:20][C:15]=2[O:14][CH:13]=1)=O)C.[OH-].[Na+]>C1COCC1>[CH2:22]([O:21][C:19]1[CH:18]=[CH:17][C:16]2[C:12]([CH2:10][OH:9])=[CH:13][O:14][C:15]=2[CH:20]=1)[CH3:23]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 673618076-Ethoxy-benzofuran-3-carboxylic acid ethyl ester

생성물 1

HCID 67360905(6-Ethoxy-benzofuran-3-yl)-methanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

반응 조건

온도
0 °C

실험 절차

1M LiAlH4-solution in THF (47.6 ml, 47.6 mmol) is diluted with 200 ml of THF and cooled to 0° C. 6-Ethoxy-benzofuran-3-carboxylic acid ethyl ester (27a) (5.6 g, 23.8 mmol) is dissolved in 100 ml of THF and added drop wise within 30 min. After completed addition the mixture is allowed to stir at 0° C. for 2 h. Then the reaction mixture is cooled to −15° C. and 10 ml of a 1M NaOH solution is added very slowly. Then the mixture is filtrated over celite, washed with THF and evaporated under reduced pressure.

후처리

  1. additionadded drop wise within 30 min
  2. additionaddition the mixture
  3. temperatureThen the reaction mixture is cooled to −15° C.
  4. filtrationThen the mixture is filtrated over celite
  5. washwashed with THF
  6. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-04a5e50fb54a403ea26e168d592447c7
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354431B2

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