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Methanol → {4-[2-(Benzyloxy)ethoxy]-3-tert-butoxyphenyl}methanol

HRID 591323
ノート
印刷プレビュー

反応式

HRID 591323 の反応式
[BH4-].[Na+].[CH2:3]([O:10][CH2:11][CH2:12][O:13][C:14]1[CH:21]=[CH:20][C:17]([CH:18]=[O:19])=[CH:16][C:15]=1[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.CO.[Cl-].[NH4+]>C1COCC1>[CH2:3]([O:10][CH2:11][CH2:12][O:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18][OH:19])=[CH:16][C:15]=1[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 887MethanolHCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 891562294-[2-(Benzyloxy)ethoxy]-3-tert-butoxybenzaldehyde

生成物 1

HCID 70978543{4-[2-(Benzyloxy)ethoxy]-3-tert-butoxyphenyl}methanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a stirred mixture of 1.00 g (26.5 mmol) sodium borohydride in 80 ml THF was added 2, 0.9 g (8.83 mmol) 4-[2-(benzyloxy)ethoxy]-3-tert-butoxybenzaldehyde diluted in 40 ml THF drop by drop. The reaction mixture was stirred for 10 min. Methanol (5.8 ml) was added to this mixture drop by drop. The reaction mixture was stirred for 2 hours and poured onto ˜200 ml stirred ice-cooled saturated aqueous ammonium chloride solution. The solution was extracted trice with dichloromethane. The combined organic phases were dried with sodium sulfate and concentrated in vacuo. The crude product was used in the following reaction without further purification.

後処理

  1. stirringThe reaction mixture was stirred for 2 hours
  2. additionpoured onto ˜200 ml
  3. stirringstirred ice-
  4. extractionThe solution was extracted trice with dichloromethane
  5. dry with materialThe combined organic phases were dried with sodium sulfate
  6. concentrationconcentrated in vacuo
  7. customThe crude product was used in the following reaction without further purification

出典と根拠

ORDレコード
ord-11d45f88025b4d879dc660c4ca8f9a5a
出典データセット
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09238631B2

反応ノート

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