4-Tert-butylcyclohexane-1-carboxylic acid → 4-tert-Butylcyclohexylmethanol

HRID 892162

반응식

HRID 892162 반응식
[C:1]([CH:5]1[CH2:10][CH2:9][CH:8]([C:11](O)=[O:12])[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2]>C1COCC1>[C:1]([CH:5]1[CH2:6][CH2:7][CH:8]([CH2:11][OH:12])[CH2:9][CH2:10]1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

3

반응물 1

HCID 1367594-Tert-butylcyclohexane-1-carboxylic acid

생성물 1

HCID 827594-tert-Butylcyclohexylmethanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a cooled (0° C.) solution of 4-tert-butylcyclohexane-carboxylic acid (3.00 g, 16.3 mmoles) in THF (30 mL) is slowly added a THF solution of borane-THF complex (1.0M, 21.2 mL, 21.2 mmoles). The solution is stirred at room temperature for 18 hours, then quenched with 2N HCl solution (30 mL), and extracted with EtOAc. The organic layer is isolated, washed with 1N NaOH, dried over sodium sulfate, and concentrated to yield the title compound as a clear oil. 1H NMR (300 MHz, CDCl3): δ 2.06 (d, 2H), 1.82 (m, 4H), 1.52 (m, 2H), 0.88 (m, 4H), 0.83 (s, 9H).

후처리

  1. customquenched with 2N HCl solution (30 mL)
  2. extractionextracted with EtOAc
  3. customThe organic layer is isolated
  4. washwashed with 1N NaOH
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a6bf99dfdd46429099e8362ac7e4f668
출처 데이터셋
uspto-grants-2006_02
특허 번호
US07005440B1

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