Hydrochloric Acid → HCID 54085422、化合物

HRID 1730739ノート

反応式

HRID 1730739 の反応式
[BH4-].[Na+].[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([CH:17](O)[CH3:18])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1.COC1C=CC(C2C=CC(C(Cl)C)=CC=2)=CC=1.Cl.[CH3:38][O:39][C:40](=[O:43])[CH2:41][SH:42].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O.C1CCCCC1.CO>[CH3:38][O:39][C:40](=[O:43])[CH2:41][S:42][CH:17]([C:14]1[CH:15]=[CH:16][C:11]([C:8]2[CH:9]=[CH:10][C:5]([O:4][CH3:3])=[CH:6][CH:7]=2)=[CH:12][CH:13]=1)[CH3:18]

参加物

10

反応物 6

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 16907Methyl ThioglycolateHCID 4311764Sodium borohydrideHCID 14533349HCID 14533349、化合物HCID 203487384-(1-Chloroethyl)-4'-methoxy-1,1'-biphenyl2 回

生成物 1

HCID 54085422HCID 54085422、化合物

試薬・触媒・溶媒 3

HCID 679Dimethyl Sulfoxide溶媒HCID 887Methanol溶媒HCID 8078Cyclohexane溶媒

実験手順

(4'-Methoxy-4-biphenyl)-methyl-ketone [see W. S. Johnson et al, J. Amer. Chem. Soc. 68, 1648 (1946)] was reduced with sodium borohydride to 1-(4'-methoxy-4-biphenylyl)-ethanol (m.p. 120°-122° C, from cyclohexane), and the carbinol was converted into 1-(4'-methoxy-4-biphenylyl)-1-chloroethane, m.p. 122°-124° C (from cyclohexane), with hydrogen chloride. 5.2 gm of 1-(4'-methoxy-4-biphenylyl)-1-chloroethane (0.021 mol) were admixed in 21 ml of dry dimethyl sulfoxide with 2.7 gm (0.026 mol) of thioglycolic acid methyl ester and then with 3.5 gm (0.026 mol) of dry potassium carbonate. The mixture was stirred at room temperature for 45 minutes. The reaction product was precipitated with water, suction-filtered off, washed and dried. Yield: 6.8 gm (100% of theory); m.p. 59°-61° C. A sample recrystallized from cyclohexane, analized as follows:

後処理

  1. customThe reaction product was precipitated with water
  2. filtrationsuction-filtered off
  3. washwashed
  4. customdried
  5. customA sample recrystallized from cyclohexane

出典と根拠

ORDレコード
ord-ce26b216ca0a45ef814b994e543386e9
出典データセット
uspto-grants-1976_11
特許番号
US03993683

反応ノート

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