Formaldehyde → HCID 20311821, compound

HRID 2420522Notes

Reaction equation

HRID 2420522 reaction equation
[C:1]1([CH:7]([NH:14][CH2:15][CH:16]([OH:19])[CH2:17][Cl:18])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:20]=O>C1C=CC=CC=1>[C:1]1([CH:7]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:14]2[CH2:15][CH:16]([CH2:17][Cl:18])[O:19][CH2:20]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 150242581-Chloro-3-[(diphenylmethyl)amino]propan-2-ol

Product 1

HCID 20311821HCID 20311821, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 27.6 g of 1-diphenylmethylamino-2-hydroxy-3-chloropropane, 10 ml of a 37% strength solution of formaldehyde and 200 ml of benzene is heated to the reflux temperature, while continuously separating off water. The mixture is then evaporated in vacuo and 3-diphenylmethyl-5-chloromethyloxazolidine is obtained as a yellowish oil which, without purification, is heated together with the reacton solution obtained according to Example 43 from 2.3 g of sodium, 100 ml of ethanol and 17.8 g of 4-trans-propenylguaethol, to 100° in an autoclave for 12 hours. After cooling, the sodium chloride which has precipitated is filtered off. 50 ml of 4 N hydrochloric acid are added to the resulting alcoholic solution of 3-diphenylmethyl-5-(2-ethoxy-5-trans-propenyl-phenoxymethyl)-oxazolidine and the mixture is left to stand for 4 hours at room temperature.

Workup

  1. temperatureis heated to the reflux temperature
  2. customwhile continuously separating off water
  3. customThe mixture is then evaporated in vacuo

Sources & evidence

ORD record
ord-cfee2a6fdcbd4c47ba7ba5960c5c856d
Source dataset
uspto-grants-1978_08
Patent number
US04110472

Reaction notes

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