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Methane → HCID 86735947, 화합물

HRID 2419626
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HRID 2419626 반응식
C([O:3][C:4](=[O:40])/[CH:5]=[CH:6]/[CH:7]=[CH:8]/[CH2:9][CH2:10][CH:11]([C@@H:13]1[C@:30]2([CH3:31])[C@H:16]([C@H:17]3[C@H:27]([CH2:28][C@@H:29]2[O:32]C(=O)C)[C@:25]2([CH3:26])[C@@H:20]([CH2:21][C@H:22]([O:36]C(=O)C)[CH2:23][CH2:24]2)[CH2:19][CH2:18]3)[CH2:15][CH2:14]1)[CH3:12])C.[OH-].[Na+].C>O>[OH:36][C@@H:22]1[CH2:23][CH2:24][C@@:25]2([CH3:26])[C@H:20]([CH2:19][CH2:18][C@@H:17]3[C@@H:27]2[CH2:28][C@H:29]([OH:32])[C@@:30]2([CH3:31])[C@H:16]3[CH2:15][CH2:14][C@@H:13]2[CH:11]([CH2:10]/[CH:9]=[CH:8]/[CH:7]=[CH:6]/[CH2:5][C:4]([OH:40])=[O:3])[CH3:12])[CH2:21]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 297MethaneHCID 14798Sodium HydroxideHCID 86735948HCID 86735948, 화합물

생성물 1

HCID 86735947HCID 86735947, 화합물수율 69.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 7.25 g of 7-(3α,12α-diacetoxy-5β-pregnane-20-yl)-trans,trans-2,4-heptadienoic acid ethyl ester and 57 ml of 5N aqueous sodium hydroxide solution was stirred and refluxed for 1.5 hr. At the end of this time, 500 ml of water was added and the mixture heated to reflux. The cloudy solution was cooled, charcoal added and the mixture was filtered through a bed of diatomaceous earth. The filtrate was cooled to 0° and made acidic (pH3) by the dropwise addition of concentrated aqueous hydrochloric acid. The precipitate was filtered and air dried overnight under house vacuum. Crystallization from methyl ethyl ketone afforded 4 g of 7-(3α,12α-dihydroxy-5β-pregnane-20-yl)-trans,trans-3,5-heptadienoic acid, mp 208°-211°.

후처리

  1. temperaturerefluxed for 1.5 hr
  2. temperaturethe mixture heated to reflux
  3. temperatureThe cloudy solution was cooled
  4. filtrationthe mixture was filtered through a bed of diatomaceous earth
  5. temperatureThe filtrate was cooled to 0°
  6. additionby the dropwise addition of concentrated aqueous hydrochloric acid
  7. filtrationThe precipitate was filtered
  8. customair dried overnight under house vacuum
  9. customCrystallization from methyl ethyl ketone

출처 및 근거

ORD 기록
ord-eec12f834cb84a819ae2e8a740194f50
출처 데이터셋
uspto-grants-1978_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04107188

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