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Potassium Hydroxide → HCID 68772153, 화합물

HRID 1471392
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HRID 1471392 반응식
[OH:1][C@@H:2]1[CH2:11][C:6]2([CH2:10][CH2:9][CH2:8][CH2:7]2)[C@@H:5]([C:12]([O:14]CC)=[O:13])[C:4]([CH3:17])=[CH:3]1.[OH-].[K+].[OH-].[Na+]>C(O)C>[OH:1][C@@H:2]1[CH2:11][C:6]2([CH2:7][CH2:8][CH2:9][CH2:10]2)[C@@H:5]([C:12]([OH:14])=[O:13])[C:4]([CH3:17])=[CH:3]1
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참가 물질

5

반응물 3

HCID 14797Potassium HydroxideHCID 14798Sodium HydroxideHCID 131732744HCID 131732744, 화합물

생성물 1

HCID 68772153HCID 68772153, 화합물수율 67.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A 33:67 cis-/trans-ethyl 9-hydroxy-7-methylspiro[4.5]dec-7-ene-6-carboxylate (38 g, 0.16 mol, prepared as described in Example 16) was added to a solution of KOH (52.6 g, 0.8 mol) in ethanol (300 ml). The resulting mixture was stirred for 2 h at reflux, poured into cold 2N aqueous NaOH (100 ml), and extracted twice with MTBE (100 ml). The combined organic phases were washed with 2N aqueous NaOH (50 ml), the combined aqueous phases were acidified with conc. HCl, extracted twice with MTBE (150 ml), and the combined organic phases were washed with water (100 ml), with a saturated aqueous solution of NaCl (100 ml), dried (MgSO4), and concentrated, giving crude trans-9-hydroxy-7-methylspiro[4.5]dec-7-ene-6-carboxylic acid (22.7 g).

후처리

  1. temperatureat reflux
  2. extractionextracted twice with MTBE (100 ml)
  3. washThe combined organic phases were washed with 2N aqueous NaOH (50 ml)
  4. extractionextracted twice with MTBE (150 ml)
  5. washthe combined organic phases were washed with water (100 ml), with a saturated aqueous solution of NaCl (100 ml)
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-de35ec2acdd641c2aef3c9e38050f35c
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09012391B2

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