4-tert-Butyl-3-methoxybenzoic acid → 1206775-43-0

HRID 1517528노트

반응식

HRID 1517528 반응식
[C:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9](O)=[O:10])=[CH:7][C:6]=1[O:14][CH3:15])([CH3:4])([CH3:3])[CH3:2].[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[C:1]([C:5]1[CH:13]=[CH:12][C:8]([CH2:9][OH:10])=[CH:7][C:6]=1[O:14][CH3:15])([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 2

HCID 127397584-tert-Butyl-3-methoxybenzoic acidHCID 21226445Aluminium lithium hydride

생성물 1

HCID 534014571206775-43-0수율 100.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
0 °C

실험 절차

Preparation of 26—To a solution of 4-tert-butyl-3-methoxy-benzoic acid (3 g, 14.4 mmol, CASRN 79822-46-1) and THF (60 mL) cooled to 0° C. was added a solution of LiAlH4 in THF (29 mL, 28.8 mmol, 1M THF solution). The reaction was stirred overnight at RT then quenched by dropwise addition of aqueous THF (1.1 mL of water in 10 mL of THF) followed by 1.1 mL of 15% NaOH and then 3.3 mL of water. The reaction was stirred for 1 h then solid Na2SO4 was added and the resulting suspension stirred overnight, filtered through a pad of CELITE, and evaporated to afford 2.8 g of 4-tert-butyl-3-methoxy-benzyl alcohol.

후처리

  1. customthen quenched by dropwise addition of aqueous THF (1.1 mL of water in 10 mL of THF)
  2. stirringThe reaction was stirred for 1 h
  3. additionsolid Na2SO4 was added
  4. stirringthe resulting suspension stirred overnight
  5. filtrationfiltered through a pad of CELITE
  6. customevaporated

출처 및 근거

ORD 기록
ord-b7106af81a554c499723c24c022eb1be
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08232271B2

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