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Potassium Hydroxide → HCID 68772153、化合物

HRID 1471392
ノート
印刷プレビュー

反応式

HRID 1471392 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 14797Potassium HydroxideHCID 14798Sodium HydroxideHCID 131732744HCID 131732744、化合物

生成物 1

HCID 68772153HCID 68772153、化合物収率 67.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-de35ec2acdd641c2aef3c9e38050f35c
出典データセット
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09012391B2

反応ノート

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